以芳香族酸为配体的有机锡(Ⅳ)化合物的合成、结构和性质研究
详细信息    本馆镜像全文|  推荐本文 |  |   获取CNKI官网全文
摘要
有机锡化合物结构的多样化及超分子结构的深入研究,为有机锡化合物的发展及在工业、农业、医药等多方面的应用提供了更多的理论支持,因而吸引了越来越多的化学工作者的关注。在有机锡化合物中,有机锡羧酸酯的研究工作最为深入。最近通过大量研究表明,有机锡羧酸酯的结构主要取决于有机羧酸配体和有机锡的结构,其中包括有机锡化合物取代基数目和有机羧酸配体的羧基数目及其相对位置,另外在羧酸配体中的一些能参加配位的杂原子及其相对位置也会影响有机锡羧酸酯的结构,使结构变得更加新颖。总之,有机锡化合物和有机羧酸衍生物配体经过复杂的自组装反应,往往会生成结构复杂的有机锡羧酸酯衍生物。这些有机锡酸酯衍生物呈现出截然不同的分子和超分子结构。经过大量的文献查阅及课题组的深入研究,我们发现,用有机酸酐类物质合成羧酸配体衍生物的研究很少。为了丰富这方面内容,我们课题组选择了相应的有机酸酐类物质进行系统的研究,本论文的主要工作总结如下:
     1.通过均酐与苯、甲苯、乙苯和异丙苯发生付克酰基化反应制得一系列具有刚性的芳香羧酸衍生物作为配体,分别与正二丁基氧化锡、三苯基氢氧化锡和三环己基氢氧化锡反应得到十一个有机锡羧酸酯化合物分别为: [(n-Bu_2Sn)_4(4,6-L1)O_2(OH) (OC_2H_5)]_2·2(C_2H_5OH) (1) , [(n-Bu_2Sn)_4(4,6-L1)O_2(OH)(OC_4H_9)]_2·2(C_4H_9OH) (2) , [(n-Bu_2Sn)_4(4,6-L2)O_2(OH)(OC_2H_5)]_2·2(C_2H_5OH) (3) , [(n-Bu_2Sn)_4(4,6-L~3)O_2(OH) (OC_2H_5)]_2·2(C_2H_5OH) (4),(Ph_3Sn)_2(2,5-L~1)(C_2H_5OH)_2 (5), (Ph_3Sn)_2(4,6-L~1)(DMF)_2 (6),(Ph_3Sn)_2(2,5-L~2)(C_2H_5OH)_2 (7) , (Ph_3Sn)_2(4,6-L~2) (H_2O)_2·(C_2H_5OH)·4H_2O (8) ,(Cy——3Sn)_2(4,6-L~2)(DMF)_2 (9) , (Ph_3Sn)_2(2,5-L~3)(C_2H_5OH)_2 (10)和(Ph_3Sn)_2(2,5-L~4)(DMF)_2 (11)。配体4,6-H_2L~1为4,6-苯甲酰基间苯二甲酸,配体2,5-H2L1为2,5-苯甲酰基对苯二甲酸;配体4,6-H2L2为4,6-二(4-甲基苯甲酰基)间苯二甲酸,配体2,5-H2L2为2,5-二(4-甲基苯酰基)对苯二甲酸;配体4,6-H_2L~3为4,6-二(4-乙基苯酰基)间苯二甲酸,配体2,5-H2L3为2,5-二(4-乙基苯甲酰基)对苯二甲酸;2,5-H2L~4为2,5-二(4-异丙基苯甲酰基)对苯二甲酸。
     2.通过均酐和乙醇发生醇解反应得到的刚性芳香羧酸配体与三苯基氢氧化锡和三环己基氢氧化锡反应得到三个有机锡羧酸酯化合物分别为:[(Ph_3Sn)_2(L5)]_n (12),[(Ph_3Sn)_2(L~5) (H_2O)_2]·2(DMF) (13)和[(Cy——3Sn)_2(L~5)]·3(H_2O)(14)。配体H2L5为苯-1,2,4,5,-四苯甲酸二乙酯。
     3.通过均酐和对硝基苯胺发生氨解反应得到的刚性芳香羧酸配体与三环己基氢氧化锡反应得到一个有机锡羧酸酯化合物为[(Cy3Sn)_2(2,5-L6)(DMF)_2]·2DMF·1.5C6H6(15)。配体H_2L~6为2,5-二(4-硝基-苯甲酰氨基)对苯二甲酸。
     4.通过均酐水解得到刚性羧酸配体分别与三苯基氢氧化锡和三环己基氢氧化锡反应制得三个有机锡羧酸酯分别为:[(Ph_3Sn)_8(L~7)_2(HOCH_2CH_3)_2]_n·2n(CH_3CH_2OH) (16),[(Ph_3Sn)4(L~7)(DMF)4] (17)和[(Cy_3Sn)_4(L~7)(DMF)_4] (18)。配体H4L7为均苯四甲酸。
     5.利用半刚性芳香羧酸配体4,4’-(丙烷-1,3-二苯基)二苯甲酸(H_2L~8)与三苯基氢氧化锡和三环己基氢氧化锡反应得到三个有机锡羧酸酯分别为:(Ph_3Sn)_2L~8(C_2H_5OH)_2 (19),(Ph_3Sn)_2L~8(DMF)_2 (20)和[(Cy3Sn)_2L~8]·2(C_2H_5OH)(21)。
     6.利用对氨基苯甲酸(HL9)和二苯基氧化锡合成得到一个有机锡羧酸酯化合物,(Ph_2Sn)(L~9)_2(DMF)(22)。对氨基苯磺酸(HL10)和正二丁基氧化锡和三苯基氢氧化锡分别反应得到两个有机锡磺酸酯化合物分别为: [(n-Bu_2Sn)_4(L10)_2O_2(OH)_2](23)和[(Ph_3Sn)_3(CO_3)L~(10)(H_2O)_2]·(DMF)(24)。
Organotin compounds are atracting more and more attention on account of their wide industrial, agricultural and pharmacal applications, as well as their various molecular and supramolecular structures. Among the organotin compounds, the study of organotin carboxylates goes deep most. Recent research indicates that the structures of organotin carboxylates mainly depend on the carboxylic ligands and organotin, especially on the numbers of organic substituent group of organotin compounds and the numbers of carboxyl and its relative location.In addition, the cordinating heteroatoms along with its relative location will also influene the structures of organotin carboxylates, making them more complicated. In all, through self-assembled reactions, organotin compounds and carboxylic acid derivative ligands will generate organotin carboxylates with complicated structures, which demonstrate entirely different molecular and supramolecular structures. With large amount of thorough research, we found that the studies on carboxylic derivative ligands combined by organic acid anhydride are fairly few, thus we selected this discuss to carry out a series of research. The main contributions of the thesis are as follows:
     1.4,6-H2L1, 2,5- H2L1, 4,6- H2L2, 2,5- H2L2, 4,6- H2L3, 2,5- H2L3 and 2,5- H2L4 were prepared by the Diels-Alder reaction of pyromellitic dianhydride with benzene, toluene, ethylbenzene, and isopropylbenzene, respectively. The self-assembly reaction of rigid aryl dicarboxylate (H2L ligands) with di-n-butyltin oxide, triphenyltin hydroxide and tricyclohexyltin hydroxide formed eleven organotin carboxylates. As follow: [(n-Bu_2Sn)_4(4,6-L1)O_2(OH)(OC_2H_5)]_2·2(C_2H_5OH) (1), [(n-Bu_2Sn)_4(4,6-L1)O_2(OH) (OC_4H_9)]_2·2(C_4H_9OH) (2), [(n-Bu_2Sn)_4(4,6-L2)O_2(OH)(OC_2H_5)]_2·2(C_2H_5OH) (3), [(n-Bu_2Sn)_4(4,6-L3)O_2(OH)(OC_2H_5)]_2·2(C_2H_5OH) (4), (Ph_3Sn)_2(2,5-L1)(C_2H_5OH)_2 (5), (Ph_3Sn)_2(4,6-L1)(DMF)_2 (6), (Ph_3Sn)_2(2,5-L2)(C_2H_5OH)_2 (7), (Ph_3Sn)_2(4,6-L2) (H_2O)_2·(C_2H_5OH)·4H_2O (8), (Cy3Sn)_2(4,6-L2)(DMF)_2 (9), (Ph_3Sn)_2(2,5-L3)(C_2H_5OH)_2 (10) and (Ph_3Sn)_2(2,5-L4)(DMF)_2 (11). Where 4,6- H2L1=4,6-dibenzoylisophthalic acid, 2,5-H2L1=2,5-dibenzoylterephthalic acid, 4,6-H2L2=4,6-bis(4-methylbenzoyl)isophthalic acid, 2,5-H2L2=2,5-bis(4-methylbenzoyl)terephthalic acid, 4,6-H2L3=4,6-bis(4-ethylbenzoyl) isoph- thalic acid, 2,5-H2L3=2,5-bis(4-ethylbenzoyl)terephthalic acid, and 2,5-H2L4=2,5-bis (4-iso- propylbenzoyl)terephthalic acid.
     2.H2L5 was prepared by the a lcoholys is reaction of pyromellitic dianhydride with ethanol. The self-assembly reaction of rigid aryl dicarboxylic acid (H2L5 ligands) with triphenyltin hydroxide and tricyclohexyltin hydroxide formed three organotin carboxylates. [(Ph_3Sn)_2(L5)]n (12), [(Ph_3Sn)_2(L5) (H_2O)_2]·2(DMF) (13) and [(Cy3Sn)_2(L5)]·3(H_2O)(14). Where H2L5=benzene-1,2,4,5-tetracarboxylic acid diethyl ester.
     3.2,5- H2L6 was prepared by the ammonolysis reaction of pyromellitic dianhydride with 4-nitro-phenylamine. The self-assembly of rigid aryl dicarboxylic acid (H2L6 ligands) with tricyclohexyltin hydroxide formed one organotin carboxylate. [(Cy3Sn)_2(2,5-L6) (DMF)_2]·2DMF·1.5C6H6(15). Where 2,5-L6=2,5-bis(4-nitro-phenylcarbamoyl)terephthalic acid.
     4.H4L7 was prepared by the hydrolysis reaction of pyromellitic dianhydride. The self-assembly of rigid aryl tetracarboxylic acid (H4L4 ligands) with triphenyltin hydroxide and tricyclohexyltin hydroxide formed three organotin carboxylates. [(Ph3Sn)8(L7)_2 (HOCH2CH3)_2]n·2n(CH3CH_2OH) (16) [(Ph3Sn)4(L7)(DMF)4] (17) [(Cy3Sn)4(L7)(DMF)4] (18). Where H4L7= benzene-1,2,4,5-tetracarboxylic acid.
     5.The self-assembly of semi-rigid aryl dicarboxylic acid (H2L8 ligands) with triphenyltin hydroxide and tricyclohexyltin hydroxide formed three organotin carboxylates. (Ph_3Sn)_2L8(C_2H_5OH)_2 (19), (Ph_3Sn)_2L8(DMF)_2 (20) and [(Cy3Sn)_2L8]·2(C_2H_5OH)(21) Where H2L8=4,4’-(propane-1,3-diyl)dibenzoic acid.
     6.The self-assembly recatin of rigid aryl carboxylate (HL9 ligands) with triphenyltin hydroxide resulted (Ph2Sn)(L9)_2(DMF)(22). Where L9=4-amino-benzoic acid; The self-assembly of rigid aryl sulfoacid(HL9 ligands) with di-n-butyltin oxide and triphenyltin hydroxid formed two organotin sulphonate. [(n-Bu_2Sn)_4(L10)_2O_2(OH)_2](23), [(Ph3Sn)3(CO3)L10(H_2O)_2]·(DMF)(24). Where L10=4-amino-benzenesulfonic acid.
引文
[1] Crowe A J ,Smith P J ,Atassi G,Investigations into the antitumour activity of organotin compounds.1.Diorganotin dahalide and dipseudohalide complexes[J].Chem Biol Interact, 1980,(32):171-178.
    [2] Claudio P,Fabio M, et al. A Novel Configuration of a Benzoylacetonato-Diorganotin Species is Modified by an Electron-Withdrawing Substituent on Tin-Synthesis, IR and NMR Spectroscoscopy, Structure, and ab initio Studies[J].Eur.J.Inorg.Chem, 2002,1447-1455.
    [3] Odom J D,Moore T F, Nuclear magnetic resonance studies of boron compounds:XVI.Carbon studies of organoboranes:Phenylboranes and boron-substituted aromatic heterocycles[J].J Organomet Chem,1979,173(1):15-19.
    [4] Pereyre M., Jean-Paul Q, Rahm A,Tin in Organic Synthesis[J].Butterworth, London, 1987.
    [5] Wirth O,Hermann W,Hermann W,Otto E Ger Offen. 281953[D]:[硕士学位论文].聊城:聊城大学化学化工学院,1998.
    [6] Buckel,Karl H ,Hammann,Ingebong Tricycloalkyl tin 1,2,4-triazole compounds[P].U.S.Patent, 3907818,1975.
    [7]三磷锡中试鉴定,南开大学,有色总公司,1993.
    [8] Crowe A J, Smith P J, Atassi G,Investigations into the antitumour activity of organotin compounds. Diorganotin dihalide and dipseudohalide complexes[J].Chem Biol Interact,1980,32:171-178.
    [9] Ashfaq M,Khan M I ,Baloch M K,et al.Biologically potent organotin(IV) complexes of 2-maleimidoacetic acid[J].J Organomet Chem,2004,689(1):238-245.
    [10] Gielen M,Tin-based antitumour drugs[J].Coord Chem Rev,1996,(151):41-51.
    [11] Willem R,Dalil H,Broekaert P,et al.Di-n-butyl-, tri-n-butyl- and triphenyltin steroidcarboxylates: synthesis, NMR characterization and in vitro antitumour activity[J].Main Group Met Chem,1997, (20):535-542.
    [12] KemmerM,Gielen M,Biesemans M,et al.Synthesis, Characterization and In Vitro Antitumour Activity of Di-n-Butyl, Tri-n-Butyl, and Triphenyltin 3,6-Dioxaheptanoates and 3,6,9-Trioxadecanoates[J].Metal Based Drugs,1998,(5):179-188.
    [13] Kemmer M,Gielen M, Bieseman M et al.Synthesis, Characterization and In Vitro Antitumour Activity of Di-n-Butyl, Tri-n-Butyl, and Triphenyltin 3,6-Dioxaheptanoates and 3,6,9-Trioxadecanoates[J]. Met Based Drugs,1998,(5):189-196.
    [14] Gielen M,Willem R,Exceptionally high in vitro antitumor activity of substituted triphenyltin benzoates including salicylates against a human mammary tumor,MCF-7, and a colon carcinoma, WiDr. [J]. Appl Organomet. Chem,1992,6 (3):287-291.
    [15] Gielen M,Boualam M,Dialkyltin derivatives of dicarboxylic acids: Synthesis, Characterization and in vitro antitumor properties[J].Heteroatom Chem,1992,3 (4):449-452.
    [16]李红莉,高虹,徐晓琳等.有机锡化合物在中国环境行为的研究状况[J].环境科学动态,2003,(2):15-17.
    [17]胡冠九,徐明华.有机锡化合物的性质,环境污染来源及测定方法[J].环境监测管理与技术,2000,(B12):14-19.
    [18]张康生,刘双进,赵忠宪.中国环境科学,1996,16,294-298..
    [19]龙旭芬.现代塑料加工与应用,1992,3,45-49.
    [20]梁亮,崔英德.有机锡的合成与应用[J].福建化工,1994,3-8.
    [21] Poller R C,Retout S P,Organotin compounds as transesterification catalysts[J].J Organomet.Chem,1979,173(3):7-8.
    [22] Pereyre M,Jean-Paul Q,Rahm A,Tin in Organic Synthesis[J],Butterworth, London. 1987.
    [23]魏荣宝,梁娅,吴锦等.PVC有机锡热稳定剂的研究[J].应用化学,1995,12(5):29-33.
    [24]徐汉生,卓仁禧等.有机锡化合物的研究.II.三苯基锡和三氟苯基锡化合物的合成及抑菌实验[J].化学学报,1981,39(8):804-807.
    [25]路军,马怀让.有机锡(IV)羧酸酯研究进展[J].化学通报,1999,(2):17-20.
    [26] Sti11e J K,The Palladium-Catalyzed Cross-Coupling Reactions of Organotin Reagents with Organic Electrophiles [New Synthetic Methods(58)][J].Angew Chem Int Ed Engl,1986,25(6):508-524.
    [27] PriBar I,Pearlman P S,Stille J K,Synthesis of substituted cyclic ethers from halo ketones and haloaldehydes by palladium-catalyzed coupling with organotin reagents[J].J Org Chem,1983, 48(24):4629-4634.
    [28] Ueno Y,Chino K,Okawara M,Stannyl ester cyclizations[J].Tetrahedron,1985,41(19):4039-4046.
    [29] Gowwami R, A new method for generating trichlorotitanium(IV) ester homoenolates. Direct tin-titanium exchange[J].J Org Chem,1985,50(26):5907-5909.
    [30] Yamamoto Y H, Maruyama K, Erythro-Selective Addition of Crotyltrialkyltins to Aldehydes Regardless of the Geometry of the Crotyl Unit. Stereoselection Independent of the Stereochemistry of Precursors[J].Am.Chem.Soc,1980,(102):7107-7109.
    [31]平广菊.有机锡羧酸化合物的合成与表征[D]:[硕士学位论文].长春:东北师范大学化学学院,2008.
    [32]谢庆兰,宋应怀.二氯马来酰亚胺有机锡化合物的合成和结构表征[J].应用化学,1994,11(3):96-100.
    [33]孙立娟,刘华,谢庆兰.三烃基锡β-2,8,9-三氧杂-50-氮杂-1-锗杂三环[3.3.3.01.5]十一碳烷[J].化学学报,1994,52(9):921-926.
    [34] Hu,Shi D S,Huang T,Crystal Strueturesand Antirumour Aetivity of 2-(2-Pyridyl)-benzothiazdeandIts Organotin Com Plex[J]. Inorg Chim Acta,1990,173(l-4):711-714.
    [35]杨志强,宋雪清,谢庆兰.具有实验抗癌活性的二烃基锡衍生物的研究进展[J].有机化学,1996,16(2):111-120.
    [36] Gielen M, Bisemans M, Vos D D, et al. Synthesis, characterization and in vitro antitumor activity ofdi-and triorganotin derivatives of polyoxa-and biologically relevant carboxylic acids[J].J Inorg Biochem,2000,79(1-4):139-145.
    [37] Gielen M,Khloufi A,Biesemans M,et al.Diorganotin 2-fluorcinamates and 4-fluoro-phenylacetates: Synthesis,Characterization and in Vitro Antitumor Activity[J].Appl.Organomet.Chem,1993,7(3):201-206.
    [38] Nath M , Pokharia S , Yadav R , Organotin(IV) complexes of amino acids and Peptides[J].Coord.Chem.Rev,2001,215(1):99-149.
    [39] Gielen M, Boualam M,In Vitro Activity of a Series of Octahedral Diorganotin Complexes against Two Human Tumor Cell Lines MCF-7, a Mammary Tumor and WiDr, a Colon Carcinoma[J].Appl Organomet Chem,1992,15(5):243-245.
    [40] Barbieri R, Pellerito L, Ruisi G, et al. 6-Thionpurine Complexes of Organotin(Ⅳ) Moieties Synthesis and Structure Characterization by Infrared and Moessbauer Spectroscopy[J] .Inorg. ChemActa,1982,57(1):37-41.
    [41]谢庆兰,沙印林,刘桂龙.[(苯基二甲硅基)甲基]二环己基锡二硫代磷酸酯的合成[J].有机化学,1994,14(5):536-540.
    [42]谢庆兰,朱应怀,杨志强.二烃基锡双(O,O-二硫代磷酸酯)的合成和波谱研究[J].合成化学,1996,4(3):233-237.
    [43] Kieran C M ,Stephen J B,Organo tin Biocides Part 11: Triphenyltin Benzoates: Electronic versus steric contro l of structure[J].J Chem Soc,1988,1259-1266.
    [44] Nath M, Geyal S, Eeng G. et a1. Isomefization and Racemizafion of the Trls (4, 4–dimethoxy or 4, 4–diethoxy -2, 2 -bipyridine l, l–dioxide)chromium Complexes[J].Buu Chem So Jpn,1996, 69(3):665-671.
    [45] Nath M,Yadav R,Giehn M,et a1.Kinetic Study of the ShapeChange of Human Erythrocyte Induced by Sodium Alkyl Sulfates[J].Bull Chem Soc Jpn, 1997,l1(9):727-734.
    [46] Singh H L,Varshney S,Varshney A K,Synthesis and Spectroscopic Studies of Organotin (IV)Complexes of Biologically Active Schif Bases Derived from Sulpha Dmga E[J] .Appl Organometal Chem,2000,(14):212-217.
    [47] Yin H D,Wang C H,Ma C L,et al.Synthesis,Spectroscopic Properties and Crystal Structures of Dibenzyltin(IV) Dithiobenzoate and Chlorodibenzyltin(IV) Thiobenzoate[J].Chinese J Chem,2004, 22:404-410.
    [48]尹汉东,张如芬,马春林等.3-吲哚基羧酸二(三)烃基锡化合物的红外光谱研究[J].分析科学学报,1999,15:147-149.
    [49]尹汉东,胡锋,王勇等.[(n-C4H9)2Sn(2-PyCO2)2(H2O)]的合成及晶体结构[J].聊城大学学报(自然科学版), 2003,16:8-10.
    [50] Alcock N W,Timms R E,The structure analysis of organotin compounds by X-ray[J].J Chem Soc. 1968,1876-1881.
    [51] Szorcsik A, La'szlo' N,Scopelliti M,et al.Preparation and structural characterization of [Ph3Sn(IV)]+ complexes with pyridine carboxylic acids or hydroxypyridine, pyrimidine and quinoline[J].J Organomet Chem,2006,691(8):1622-1630.
    [52] Basu B T S,Masharing C,Basu S,et al.Synthesis, characterization, cytotoxic activity and crystal structures of tri- and di-organotin(IV) complexes constructed from theβ-{[(E)-1-(2-hydroxyaryl) alkylidene]amino}propionate andβ-{[(2Z)-(3-hydroxy-1-methyl-2-butenylidene)]amino} propionate skeletons[J].J Organomet Chem,2006,691(5):952-965.
    [53]álvarez-Boo P , Casas JoséS, Couce María D, et al. Synthesis, characterization and antibacterial activity of some new triphenyltin(IV) sulfanylcarboxylates: Crystal structure of [(SnPh3)2(p-mpspa)], [(SnPh3)2(cpa)] and [(SnPh3)2(tspa)(DMSO)][J].J Organomet Chem,2006,691(1-2):45-52.
    [54] Ng S W,Das V G K, Pelizzi G, et al.Synthesis and crystal structures of the triphenylstannyl esters of N-phthaloyl-glycine and -leucine[J].Heteroat Chem,1990,1(6):433-438.
    [55] Prabusaulcar V,Baskar V,Gopal K,et al.Hexameric Organotincarboxylates with Cyclic and Drum Structures[J].Organometallic,2004,23(23):5644-5647.
    [56] Gielen M,Khloufi A E,Biesemans M,et al.(2-Methylthio-3-Pyridinecarboxylato)- diethyltin and -di-n-butyltin compounds: synthesis, spectroscopic characterization and in vitro antitumour activity. X-ray crystal structure of bis[diethyl(2-methylthio-3-Pyridinecarboxylato)tin] oxide and of diethyltinbis(2-methylthio-3-pyridinecarboxylate)[J].Polyhedron,1992,11(15):1861-1868.
    [57] Teoh S G,Ang S H,Looi E S,et al.Synthesis and crystal structure of di-n-butylbis (2-amino-5- chlorobenzoato)tin(IV)[J].J Organomet Chem,1996,523(1):75-78.
    [58]吴晓燕.新型有机锡(Ⅳ)羧酸酯的合成、表征及晶体结构的研究[D]:[硕士学位论文].长春:东北师范大学化学学院,2008.
    [59] Tiekink E R T.In Trends in Organometallic Chemistry[M], India, Trivandrum: Council of Scientific Research Integration, 1994,Vol. 1.
    [60] Tiekink E R T,Gielen M,Bouhdid A,et al.Crystal structure of the dimeric bis(p-fluoro- and pentafluorophenylacetato)tetra-n-butyldistannoxanes[J] .J Organomet Chem,1995,494(1-2) : 247-253.
    [61] Chandrasekhar V,Day R O,Holmes J M,et al.Mononuclear and tetranuclear diorganotin(IV) carboxylates from the reaction of dimethyltin oxide with anthranilic acid and its p-amino isomer[J].Inorg Chem,1988,27(5):958-964.
    [62] Vatsa C,Jain V K,Das T K,et al.Diaryloxytetraorganodistannoxanes: synthesis and characterization by IR and NMR (1H, 13C and 119Sn) spectroscopy. Crystal structure of {[nBu2Sn(OC6H4OMe-2)]2O}2 [J].J Organomet. Chem,1991,418(3):329-338.
    [63] Ng S W,Wei C,Kumar Das V G,Crystal structure of the tetrabutylbis(3-benzoylpropionato) distannoxane dimer, [[(C4H9)2SnO2CCH2CH2C(O)C6H5]2O]2[J].JOrganomet.Chem,1991, 412(1-2):39-45.
    [64] Lockhart T P,Mandders W F,Holt E M,Solution and solid-state molecular structures of Me2Sn(OAc)2 and its hydrolyzate, ([Me2Sn(OAc)]2O)2, by solution and solid-state carbon-13 NMR. X-ray diffraction study of the hydrolyzate[J].J Am Chem Soc,1986,108(21):6611-6616.
    [65] Alcock N W,Roe S M,Phenyltin trichloroacetate complexes: preparations and structures [J]. J Chem Soc Dalton Trans,1989,(8):1589-1598.
    [66] Dokorou V,Ciunik Z,Russo U,et al.Synthesis, crystal structures and spectroscopic studies of diorganotin derivatives with mefenamic acid. Crystal and molecular structures of 1,2:3,4-di-μ2-2-[(2,3-dimethylphenyl)amino]-benzoato-O,O-1,3-bis-2- [(-[(2,3-dimethylphenyl)amino] benzoato-O-1,2,4:2,3,4-di-μ3-oxo-tetrakis[di-methyltin(IV)] and 1,2:3,4-di-μ2-2- [(-[(-[(2,3-dimethyl phenyl)amino]-benzoato-O,O-1,3-bis-2-[(-[(-[(2,3-dimethylphenyl)amino]benzoato-O-1,2,4:2,3,4-di-μ3-oxo-tetrakis[di-n-butyltin(IV)][J].J Organomet Chem,2001,630(2):205-214.
    [67] Parulckar C S,Jain V K,Das T K,et al.Structural chemistry of organotin carboxylates II. The crystal structure of the dicarboxylato tetraorganodistannoxane:{[sunBu2Sn(O2CC5H4N)]2O}2[J].J Organomet Chem,1989,372(2):193-199.
    [68]张奎,张复兴,罗一鸣,等.有机锡羧酸酯的合成及其在有机合成中的应用[J].衡阳师范学院学报,2007,28(6):156-159.
    [69]李伟.含有糖基片段的DNA插入剂和氨基糖有机锡羧酸酯的合成及活性研究[D]:[博士学位论文].青岛:中国海洋大学医药学院,2009.
    [70]尹汉东,马春林.具有抗癌活性金属化合物的研究进展[J].化学研究,1999,10(4):54-60.
    [71]李文杰.基于芳香羧酸的有机锡(IV)羧酸酯的合成、表征、晶体结构及其性质研究[D]:[硕士学位论文].长春:东北师范大学化学学院,2010.
    [1] Ueda M,Ohkura M,Imai Y,Synthesis of polyamides from pseudo dibenzoylphthaloyl chlorides and aliphatic diamines [J].J Polym Sci Polym Chem Ed,1974 (12):719-727.
    [2] Nakamoto K. Infrared and Raman Spectra of Inorganic and Coordination Compounds[M], 4th edn, Wiley, New York, 1980
    [3] Kovala-Demertzi D,Dokorou V N,Jasinski J P,et al.Organotin flufenamates: Synthesis, characterization and antiproliferative activity of organotin flufenamates[J].J Organomet Chem,2005,690(7):1800-1806.
    [4] You Z L,Zhu H L,Syntheses, Crystal Structures, and Antibacterial Activities of Four Schiff Base Complexes of Copper and Zinc[J].Zeitschrift für anorganische und allgemeine Chemie,2004,630(15):2754-2760.
    [5] Kovala-Demertzi D,Kourkoumelis N,Koutsodimou A,et al.Synthesis and spectroscopic studies of diorganotin derivatives with tolfenamic acid. Crystal and molecular structure of the first complex of tolfenamicacid,1,2:3,4-di-[(3-chloro-2-methylphenyl)amino]-benzoato-O,O-1,3-bis-2-[(3-chloro-2-methylphenyl)amino]benzoato-O-1,2,4:2,3,4-di-μ3-oxo-tetrakis[di-n-butyltin][J].J Organomet Chem,2001,620(1-2):194-201.
    [6]尹汉东,王传华,马春林等.含羧酸配体的鼓型有机锡氧簇合物六聚苯基锡氧3-引哚丁酸酯的合成及晶体结构[ J ].有机化学,2003,(23):291-295.
    [7] Kang W L,Wu X Y,Huang J B,Synthesis, crystal structure and biological activities of four novel tetranuclear di-organotin(IV) carboxylates [J].J Organomet Chem,2009,694(15):2402-2408.
    [8] Ma C L,WangQ F,Zhang R F,Self-Assembly and Characterization of a Novel 2D Network Polymer Containing a 60-Membered Organotin Macrocycle[J].Inorg. Chem,2008,(47):7060-7061.
    [9] Khan M I,Baloch M K ,Ashfaq M,Biological aspects of new organotin(IV) compounds of 3-maleimidopropionic acid[J].J Organomet. Chem,2004,(689):3370-3378.
    [10] Dokorou V, Demertzis M A, Jasinski J P,et al.Synthesis and spectroscopic studies of diorganotin derivatives with 2-[(2,6-dimethylphenyl)amino]benzoic acid. Crystal and molecular structure of the first complexes of 2-[(2,6-dimethylphenyl)amino]benzoic acid. Crystal and molecular structures of 1,2:3,4-di-μ2-2-[(2,6-dimethylphenyl)amino]-benzoato-O,O-1,3-bis-2-[(2,6-dimethylphenyl)amino]benzoato-O-1,2,4:2,3,4-di-μ3-oxo-tetrakis[di-butyltin(IV)] and bis-2-[(2,6-dimethylphenyl)amino] benzoato-di-n-butyltin(IV)[J].J. Organomet.Chem,2004 (689):317-325.
    [11] Kovala-Demertzi D, Dokorou V, Kruszynski R,et al.Demertzis, Condensation Reaction of Dimethyltin(IV) Oxide with 2-(2,3-Dichloroanilino)benzoic Acid Synthesis and Study of a Novel Dimeric Tetraorganod istannoxane[J].Z. Anorg. Allg. Chem,2005 (631):2481-2484.
    [12] Julian A B,Howie R A,James L W,et al.Crystal structures of [(IMe2SnOSnMe2OEt)2]and [{ (PrCO2)Me2SnOSnMe2(O2CPr)2} 2] [J]. Polyhedron,1997,16(6):881-888.
    [13] Reuter H , Pawlak R. , Hydrolysis products of diorganotin dihalides. I. Bis[1,3-dihydroxo -1,1,3,3-tetrakis(2-methyl-2-phenylpropyl)distannoxane] [J].Acta Crystallogr,2000,(56): 804-805.
    [14] Beckmann J,Jurkschat K,Rabe S,et al.New Insights in Asymmetric Tetraorganodistannoxane Ladder Formation. A NMR-Spectroscopic and Crystallographic study [J].Z Anorg Allg Chem,2001,(627):458-464.
    [15] Gielen M,Biesemans M,Willem R,et al,Diorganotin Salicylaldoximate Clusters: Their Fascinating Chemistry and Structures[J].Eur J Inorg,Chem,2004,445-451
    [16] Willem R,Bouhdid A,Meddour A,X-ray Diffraction and 2D Gradient-Assisted 1H-119Sn HMQC NMR Studies of Structures Obtained from Nucleophilic Substitutions on Dimethyltin(IV) Salicylaldoximates[J].Organometallics 1997,(16):4377-4385.
    [17] Kerkviliet G J,Drug Discovery Screen Adapts to Changes[J].J Natl Cancer Inst,1990,82(13):1087-1088.
    [18]韩锐.抗癌药物研究与实验技术[M].北京:北京医科大学、中国协和医科大学联合出版社,1997.
    [19] Ashfaq M,Khan M I,Baloch M K,et al.Biologically potent organotin(IV) complexes of 2-maleimidoacetic acid[J].J Organomet Chem,2004,689(1):238-245.
    [20] KaluCerovi G N,Dinovi V M,Jurani Z D,et al.Activity of some platinum(II/IV) complexes with O,O-n-butyl-and O,O-n-pentyl-ethylenediamine-N,N0-di-3-propanoate and halogeno ligands against HeLa and K562 cell lines and human PBMC[J].J Inorg Biochem,2005,(99):488-496.
    [21] Servidei T,Riccardi A,Sanguinetti M C,et al.Increased Sensitivity to the Platelet-Derived Growth Factor (PDGF) Receptor Inhibitor STI571 in Chemoresistant Glioma Cells is Associated With Enhanced PDGF-BB-Mediated Signaling and STI571-Induced Akt Inactivation[J].J Cell Physiol, 2006,(208):220-228.
    [1] John B,Paine III. Esters of Pyromellitic Acid. Part I. Esters of Achiral Alcohols: Regioselective Synthesis of Partial and Mixed Pyromellitate Esters, Mechanism of Transesterification in the Quantitative Esterification of the Pyromellitate System Using Orthoformate Esters, and a Facile Synthesis of the Ortho Pyromellitate Diester Substitution Pattern[J].J Org Chem,2008,73(13):4929-4938.
    [2] Nakamoto K,Infrared and Raman Spectra of Inorganic and Coordination Compounds[M], 4th edn., Wiley, New York, 1980.
    [3] Kovala-Demertzi D,Dokorou V N,Jasinski J P,et al.Organotin flufenamates: Synthesis, characterization and antiproliferative activity of organotin flufenamates[J].J Organomet Chem,2005,690(7):1800-1806.
    [4] You Z L,Zhu H L,Syntheses, Crystal Structures, and Antibacterial Activities of Four Schiff Base Complexes of Copper and Zinc[J].Zeitschrift für anorganische und allgemeine Chemie,2004,630(15):2754-2760.
    [5] Kovala-Demertzi D, Kourkoumelis N,Koutsodimou A,et al.Synthesis and spectroscopic studies of diorganotin derivatives with tolfenamic acid. Crystal and molecular structure of the first complex of tolfenamicacid,1,2:3,4-di-[(3-chloro-2-methylphenyl)amino]-benzoato-O,O-1,3-bis-2-[(3-chloro-2-methylphenyl)amino]benzoato-O-1,2,4:2,3,4-di-μ3-oxo-tetrakis[di-n-butyltin][J].J Organomet Chem,2001,620(1-2):194-201.
    [6]尹汉东,王传华,马春林等.含羧酸配体的鼓型有机锡氧簇合物六聚苯基锡氧3-引哚丁酸酯的合成及晶体结构[ J ].有机化学,2003,(23):291-295.
    [7] Kang W L,Wu X Y,Huang J B,Synthesis, crystal structure and biological activities of four novel tetranuclear di-organotin(IV) carboxylates [J].J Organomet Chem,2009,694(15):2402-2408.
    [8] Ma C L,WangQ F,Zhang R F,Self-Assembly and Characterization of a Novel 2D Network Polymer Containing a 60-Membered Organotin Macrocycle[J].Inorg. Chem,2008,(47):7060-7061.
    [9] Swisher R G,Vollano J F,Chandrasekhar V,et al.Pentacoordinated molecules. 54. Pentacoordinated structures of triphenyltin esters of anthranilic acid, o-(dimethylamino)benzoic acid, and p-aminobenzoic acid formed by intramolecular carboxylate group coordination[J].Inorg Chem,1984,23(20):3147-3152.
    [10] Calogero S,Ganis P,Panuzzo V,et al.X-ray crystal analysis of tricyclohexyltin trifluoroacetate and M?ssbauer data for (cyclo-C6H11)3SnO2CR′(R′= CH3, CH2CL, CHCL2, CCl3 and CF3)[J].J Organomet Chem,1980,191(2):381-390.
    [1] Singh D , Baruah J B , Solvation controlling reaction paths and gel-formation in imide derivatives[J].Tetrahedron Letters,2008,49(28):4374–4377.
    [2] Nakamoto K. Infrared and Raman Spectra of Inorganic and Coordination Compounds[M], 4th edn., Wiley, New York, 1980.
    [3] Kovala-Demertzi D,Dokorou V N,Jasinski J P,et al.Organotin flufenamates: Synthesis, characterization and antiproliferative activity of organotin flufenamates[J].J Organomet Chem,2005,690(7):1800-1806.
    [4] You Z L,Zhu H L,Syntheses, Crystal Structures, and Antibacterial Activities of Four Schiff Base Complexes of Copper and Zinc[J].Zeitschrift für anorganische und allgemeine Chemie,2004,630(15):2754-2760.
    [5] Kovala-Demertzi D,Kourkoumelis N,Koutsodimou A,et al.Synthesis and spectroscopic studies of diorganotin derivatives with tolfenamic acid. Crystal and molecular structure of the first complex of tolfenamicacid,1,2:3,4-di-[(3-chloro-2-methylphenyl)amino]-benzoato-O,O-1,3-bis-2-[(3-chloro-2-methylphenyl)amino]benzoato-O-1,2,4:2,3,4-di-μ3-oxo-tetrakis[di-n-butyltin][J].J Organomet Chem,2001,620(1-2):194-201.
    [6] Moroder L,Immunoassays of peptide hormones and their chemical aspects [J].Biopolymers,1983,22(1):481-486.
    [7] Kang W L,Wu X Y,Huang J B,Synthesis, crystal structure and biological activities of four novel tetranuclear di-organotin(IV) carboxylates [J].J Organomet Chem,2009,694(15):2402-2408.
    [8] Ma C L,WangQ F,Zhang R F,Self-Assembly and Characterization of a Novel 2D Network Polymer Containing a 60-Membered Organotin Macrocycle[J].Inorg. Chem,2008,(47):7060-7061.
    [9] Swisheq R G,Day R O,Cllandraseldaar V,el a1.Pentacoordinated Structures of Triphenyltin Esters of Anthranilic Acid,o - (Dimethy1amino)benzoic Acid, and p -Aminobenzoic Acid Formed by IntramolecularCarboxylate Group Coordination1,2[J].Inorg.Chem.1984,(23):3147-3152.
    [10] Vollano J F,Day R O,Rau D N,el a1.Intramolecularly Formed Pentacoordinated Structures of Triphenyltin Esters of SalicylicAcid, o -Anisic Acid, and p -Methylthiobenzoic acid1,2[J].lnorg Chem.1984,(23):3153-3160.
    [11] Sandhu G K,Verma S P,Structural chemistry of organotin carboxylates X-ray crystal structure of polymeric trimethylstannyl thiophene-2-carboxylate[J].J Organomet Chem,1990,(393):195-200.
    [12] Willem R,Bouhdid A,Mahieu B,el a1.Synthesis, characterization and in vitro antitumour activity of triphenyland tri-n-butyltin benzoates, phenylacetates and cinnamates[J].J Organomet Chem.1997,(531):151-158.
    [13] Chandrasekhar V,Singh P,Gopal K,Direct Hydrolysis of Hydrated Organotin Cations: Synthesis and Structural Characterization of {[n-Bu2Sn(OH2)(Phen)(O3SC6H3-2,5-Me2)]+ [2,5-Me2C6H3SO3]-} (Phen = 1,10-phenanthroline) and {[n-Bu2Sn(μ-OH)(O3SC6H3-2,5-Me2)]2}n [J].Organometallics,2007,26(11):2833-2839.
    [14] Chandrasekhar V,Gopal K,Nagendran S,et al.Organostannoxane-Supported Multiferrocenyl Assemblies: Synthesis, Novel Supramolecular Structures, and Electrochemistry[J].Chem Eur J,2005,11(18):5437-5448.
    [15] Steiner T,Lutz B,van der Maas J,et al.Very long C–H···O contacts can be weak hydrogen bonds: experimental evidence from crystalline [Cr(CO)3{η6-[7-exo-(C≡CH)C7H7]}][J].Chem Commun,1998,(2):171-172.
    [1] Abhilasha M B,Anirban K,Jubaraj B B,Hydrolytic ring opening reactions of anhydrides for first row transition metal dicarboxylate complexes[J].Polyhedron 2007,(26):4518–4524
    [2] Nakamoto K,Infrared and Raman Spectra of Inorganic and Coordination Compounds[M], 4th edn., Wiley, New York, 1980.
    [3] Kovala-Demertzi D,Dokorou V N,Jasinski J P,et al.Organotin flufenamates: Synthesis, characterization and antiproliferative activity of organotin flufenamates[J].J Organomet Chem,2005,690(7):1800-1806.
    [4] You Z L,Zhu H L,Syntheses, Crystal Structures, and Antibacterial Activities of Four Schiff Base Complexes of Copper and Zinc[J].Zeitschrift für anorganische und allgemeine Chemie,2004,630(15):2754-2760.
    [5] Kovala-Demertzi D,Kourkoumelis N,Koutsodimou A,et al.Synthesis and spectroscopic studies of diorganotin derivatives with tolfenamic acid. Crystal and molecular structure of the first complex of tolfenamicacid,1,2:3,4-di-[(3-chloro-2-methylphenyl)amino]-benzoato-O,O-1,3-bis-2-[(3-chloro-2-methylphenyl)amino]benzoato-O-1,2,4:2,3,4-di-μ3-oxo-tetrakis[di-n-butyltin][J].J Organomet Chem,2001,620(1-2):194-201.
    [6] James B D,Kivlighon L M,Skelton B W,Triphenyltin(IV) Compounds with Biologically Active Anionic Groups: Crystal and Molecular Structures of the p-Ethoxybenzoic Acid, Acetylsalicylic Acid, Phthalic Acid and Salicylaldehyde Derivatives[J].Appl Organometal Chem,1998,(12):13-23.
    [7] Kang W L,Wu X Y,Huang J B,Synthesis, crystal structure and biological activities of four novel tetranuclear di-organotin(IV) carboxylates [J].J Organomet Chem,2009,694(15):2402-2408.
    [8] Ma C L,WangQ F,Zhang R F,Self-Assembly and Characterization of a Novel 2D Network Polymer Containing a 60-Membered Organotin Macrocycle[J].Inorg. Chem,2008,(47):7060-7061.
    [9] Yin H D,Wang C H,Ma C L,Synthesis and Molecular Structure of Binuclear Tin( IV) Complex Bridged by Terephthalate Anion[J]. Chinese J Chem,2002,(20):614-616.
    [10] K?ferstein R, Robl C,Anorg Z,et al.Co[(C6H10)(NH3)2][C6H2(COO)4]·2H2O und Zn[(C6H12) (NH3)2] [C6H2(COO)4]·1/2H2O Zwei zeolithartige dreidimensionale Koordinationspolymere[J].Allg. Chem,2003,(629) :2186-2189.
    [11] Fabelo O,Canadillas-Delgado L,Pasa′n J,et al.Influence of the presence of divalent first-row transition metal ions on the structure of sodium(I) salts of 1,2,3,4-benzenetetracarboxylic acid (H4bta)[J].CrystEng Comm,2006,(8) :338-345.
    [12] Rochon F D , Massarweh G , Study of the aqueous reactions of metallic ions with benzenetetracarboxylate ions Part 2. Crystal structures of compounds of the type M(H2O)5(m-C6H2(COO)4)M(H2O)5 (M=Mn and Co) and a novel mixed-metallic Mn–Co dimeric compound [J].Inorganica Chimica Acta, 2001,(314):163-171.
    [13] Rochon F D,Massarweh G,Study of the aqueous reactions of metallic ions with benzenetetra- carboxylate ions Part 1. Crystal structures of compounds of the types [M(H2O)6][C6H2 (COO)2 (COOH)2 (M=Mn, Co and Ni) and Ni(H2O)5(m-C6H2(COO)4)Ni(H2O)5·6H2O [J].Inorganica Chimica Acta,2000,(304):190-198.
    [14] Wen G L,Wang Y Y,Liu P,et al.A series of 1-D to 3-D metal–organic coordination architectures assembled with V-shaped bis(pyridyl)thiadiazole under co-ligand intervention [J].Inorganica Chimica Acta 2009,(362):1730-1738.
    [15] Bondi A,van der Waals Volumes and Radii[J].J Phys Chem,1964,(68):441-451.
    [16] HolmesR R,Day R O,Cllandraseldaar V,el a1.Discrete, Dimeric, and Polymeric Structures of Triphenyltin Esters of Chlorobenzoic Acids1,2[J].Inorg Claem.1986,(25):2490-2494.
    [17] Smith P J,Day R O,Chandrasekhar V,et al. Chain Structures of Trimethyltin Esters of Salicylic Acid and o-Anisic Acid. Tin-1 19m Mossbauer Study of a Series of Trimethyltin and Triphenyltin Carboxylates[J].lnorg Chem,1986,(25):2495-2499.
    [18] Vadapalli Chandrasekhar,Puja Singh,Kandasamy Gopal.Direct Hydrolysis of Hydrated Organotin Cations: Synthesis and Structural Characterization of {[n-Bu2Sn(OH2)(Phen)(O3SC6H3-2 ,5-Me2)]+[2,5-Me2C6H3SO3]-} (Phen = 1,10-phenanthroline) and {[n-Bu2Sn(μ-OH)(O3SC6H3-2,5-Me2)]2}n[J].Organometallics,2007,26:2833-2839.
    [19] Vadapalli Chandrasekhar,Kandasamy Gopal,Puja Singh,et al.Organostannoxane-Supported Multiferrocenyl Assemblies: Synthesis ,Novel Supramolecular Structures and Electrochemistry [J].Chem Eur J,2005,11(18):5437-5448.
    [20] Thomas Steiner,Thomas Steiner,Bert Lutz,et al.Very long C–H···O contacts can be weak hydrogen bonds: experimental evidence from crystalline [Cr(CO)3{η6-[7-exo-(C≡CH)C7H7]}][J] . Chem Commun,1998,(2):171-172.
    [1] Hua J,Gao L,4,4'-(Propane-1,3-diyl)dibenzoic acid[J].Crystallographica Section E,2009,(65):o2233-o2235.
    [2] Nakamoto K,Infrared and Raman Spectra of Inorganic and Coordination Compounds[M], 4th edn, Wiley, New York, 1980.
    [3] Kovala-Demertzi D,Dokorou V N,Jasinski J P,et al.Organotin flufenamates: Synthesis, characterization and antiproliferative activity of organotin flufenamates[J].J Organomet Chem,2005,690(7):1800-1806.
    [4] You Z L,Zhu H L,Syntheses, Crystal Structures, and Antibacterial Activities of Four Schiff Base Complexes of Copper and Zinc[J].Zeitschrift für anorganische und allgemeine Chemie,2004,630(15):2754-2760.
    [5] Kovala-Demertzi D, Kourkoumelis N, Koutsodimou A,et al. Synthesis and spectroscopic studies of diorganotin derivatives with tolfenamic acid. Crystal and molecular structure of the first complex of tolfenamicacid,1,2:3,4-di-[(3-chloro-2-methylphenyl)amino]-benzoato-O,O-1,3-bis-2-[(3-chloro-2-methylphenyl)amino]benzoato-O-1,2,4:2,3,4-di-μ3-oxo-tetrakis[di-n-butyltin][J].J Organomet Chem,2001,620(1-2):194-201.
    [6]尹汉东,王传华,马春林等.含羧酸配体的鼓型有机锡氧簇合物六聚苯基锡氧3-引哚丁酸酯的合成及晶体结构[ J ].有机化学,2003,(23):291-295.
    [7] Kang W L,Wu X Y,Huang J B,Synthesis, crystal structure and biological activities of four novel tetranuclear di-organotin(IV) carboxylates [J].J Organomet Chem,2009,694(15):2402-2408.
    [8] Ma C L,WangQ F,Zhang R F,Self-Assembly and Characterization of a Novel 2D Network Polymer Containing a 60-Membered Organotin Macrocycle[J]. Inorg Chem,2008,(47):7060-7061.
    [9] XIE Q L,WANG M D,CHEN L,et al.Acta Chimica Sinica,1988, 46:831-835.
    [10] Calogero S,Ganis P,Panuzzo V,et al.X-ray crystal analysis of tricyclohexyltin trifluoroacetate and M?ssbauer data for (cyclo-C6H11)3SnO2CR′(R′= CH3, CH2CL, CHCL2, CCl3 and CF3)[J].J Organomet Chem,1980,(191):2381-390.
    [11]李建新,肖幼萍,刘群等.三环己基锡-2-(1,2-亚乙二硫)亚甲基-3-羰基-5-芳基-4-戊烯酸酯的结构研究[J].高校化学工程学报,2001,22(10):1669-1673.
    [1] Smith P J,Day R O,Chandrasekhar V,et al.Chain Structures of Trimethyltin Esters of Salicylic Acid and o-Anisic Acid. Tin119 Mossbauer Study of a Series of Trimethyltin and Triphenyltin Carboxylates [J].lnorg Chem.1986,(25):2495-2499.
    [2] Nakamoto K,Infrared and Raman Spectra of Inorganic and Coordination Compounds[M], 4th edn, Wiley, New York, 1980.
    [3] Kovala-Demertzi D,Dokorou V N,Jasinski J P,et al.Organotin flufenamates: Synthesis, characterization and antiproliferative activity of organotin flufenamates[J].J Organomet Chem,2005,690(7):1800-1806.
    [4] You Z L,Zhu H L,Syntheses, Crystal Structures, and Antibacterial Activities of Four Schiff Base Complexes of Copper and Zinc[J].Zeitschrift für anorganische und allgemeine Chemie,2004,630(15):2754-2760.
    [5] Kovala-Demertzi D, Kourkoumelis N, Koutsodimou A, et al. Synthesis and spectroscopic studies of diorganotin derivatives with tolfenamic acid. Crystal and molecular structure of the first complex of tolfenamicacid,1,2:3,4-di-[(3-chloro-2-methylphenyl)amino]-benzoato-O,O-1,3-bis-2-[(3-chloro-2-methylphenyl)amino]benzoato-O-1,2,4:2,3,4-di-μ3-oxo-tetrakis[di-n-butyltin][J].J Organomet Chem,2001,620(1-2):194-201.
    [6]尹汉东,王传华,马春林等.含羧酸配体的鼓型有机锡氧簇合物六聚苯基锡氧3-引哚丁酸酯的合成及晶体结构[ J ].有机化学,2003,(23):291-295.
    [7] Kang W L,Wu X Y,Huang J B,Synthesis, crystal structure and biological activities of four novel tetranuclear di-organotin(IV) carboxylates [J].J Organomet Chem,2009,694(15):2402-2408.
    [8] Ma C L,WangQ F,Zhang R F, Self-Assembly and Characterization of a Novel 2D Network Polymer Containing a 60-Membered Organotin Macrocycle[J].Inorg Chem,2008,(47):7060-7061.
    [9] Nakamoto K, Infrared Spectra of Inorganic and Coordination Compounds. 2nd ed. New York: Wiley-Interscience,1970,98
    [10] Jimenez-Sandoval O,Cea-Olivares K,Hemindez-Ortega S,Rationalization of the metal-ligand bonding inorganotin(IV) complexes of anionic nitrogen heterocycles containing a thioketo exocyclic group. The case of l-organyl-lH-tetrazole-5- thionest[J].Polyhedron,1997,(16):4129-4135·
    [11] Swisheq R G, Day R O,Cllandraseldaar V,el a1.Pentacoordinated Structures of Triphenyltin Esters of Anthranilic Acid,o - (Dimethy1amino)benzoic Acid, and p -Aminobenzoic Acid Formed by IntramolecularCarboxylate Group Coordination1,2[J].Inorg Chem.1984,(23):3147-3152.
    [12] Barbieri R,Rivarola E,Bianga E,6-Thiopurine complexes of organotin(IV) moieties. Synthesis and structural characterization by infrared and M?ssbauer spectroscopy[J].Inorg Chim Acta,1982,(57):37-41.
    [13] Gerimario F S,Douglas X, Christine A W B,et al. Structural and spectral studies of a heterocyclic N(4)-substituted bis(thiosemicarbazone), H22,6AcheximPH2O, its heptacoordinated tin(IV) complex [Bu2Sn(2,6Achexim)], and its binuclear zinc(II) complex [Zn(2,6Achexim)]2[J]. Polyhedron 2000,(19) :841–847.
    [14] GONZáLEZ A,GóMEZ E,CORTéS-LOZADA A,Heptacoordinate Tin(IV) Compounds Derivedfrom Pyridine Schiff Bases: Synthesis, Characterization, in Vitro Cytotoxicity, Anti-inflammatory and Antioxidant Activity[J].Chem Pharm Bull,2009,57(1) :5-15 .
    [15] Dokorou V, Demertzis M A, Jasinski J P,et al. Synthesis and spectroscopic studies of diorganotin derivatives with 2-[(2,6-dimethylphenyl)amino]benzoic acid. Crystal and molecular structure of the first complexes of 2-[(2,6-dimethylphenyl)amino]benzoic acid. Crystal and molecular structures of 1,2:3,4-di-μ2-2-[(2,6-dimethylphenyl)amino]-benzoato-O,O-1,3-bis-2-[(2,6-dimethylphenyl)amino]benzoato-O-1,2,4:2,3,4-di-μ3-oxo-tetrakis[di-butyltin(IV)] and bis-2-[(2,6-dimethylphenyl) amino] benzoato-di-n-butyltin(IV)[J]. J. Organomet.Chem, 2004 (689):317-325.
    [16] D. Kovala-Demertzi,V. Dokorou,R. Kruszynski,et al. Demertzis, Condensation Reaction of Dimethyltin(IV) Oxide with 2-(2,3-Dichloroanilino)benzoic Acid Synthesis and Study of a Novel Dimeric Tetraorganod istannoxane[J]. Z. Anorg. Allg. Chem, 2005 (631):2481-2484.
    [17] Ma C L,Zhang J H,Jiang Q,et al.Syntheses and crystal structures of three diorganoltin(IV) macrocycles[J].Inorganica Chimica Acta 2004,(357):2791-2797
    [18] Al-Juaid S S,Avent A G,Colin E,et al.Compounds of Germanium, Tin, and Lead Containing the Ligand C(SiMe3)2(SiMe2C5H4N2) [J].Organometallics 2001, (20):1223-1229
    [19] Christophe E B,Francüois R,Nathalie S,et al.Reaction of Butyltin Hydroxide Oxide with p-Toluenesulfonic Acid: Synthesis, X-ray Crystal Analysis, and Multinuclear NMR Characterization of {(BuSn)12O14(OH)6}(4-CH3C6H4SO3)2 [J].Organometallics 2000,(19):1940-1949.
    [20] Ramesh K, Anand G, Paloth V,et al. Structural studies of diorganotin(IV) sulfonates: The synthesis of[(n-C4H9)2Sn{OSO2C6H3(CH3)2-2,5}2] and [(n-C4H9)2Sn{OSO2R)2·2(hexamethylpho- sphoric triamide)] [R = CH3, 4-C6H4CH3, 2,5-C6H3(CH3)2, 2,4,6-C6H2(CH3)3] and crystal structures of [(n-C4H9)2Sn(l-OH)(OSO2C6H3(CH3)2-2,5)]2 and (n-C4H9)2Sn{OSO2R)2·2(hexamethylphosphoric triamide)] [R = 4-C6H4CH3, 2,5-C6H3(CH3)2, 2,4,6-C6H2(CH3)3] [J].J Organomet Chem,2009 (694):623-629.
    [21] Akihiro O,Jiannan X,Katsumasa S,et al. Synthesis and characterization of organotin triflate clusters [J].J Organomet Chem,2001 (624):287-293.
    [22] Martson J B, Oppenhaimer M,Fujita R M, et al. Carbon dioxide and temperature. Nature (London), 1991,(349):573-574
    [23] Jenkinson D S,Adams D E,Wild A. Model estimates of CO2 emissions from soil in response to global warming. Nature (London), 1991,(351):304-306
    [24] Palmer D A,Eldik R V,The chemistry of metal carbonato and carbon dioxide complexes. [J].Chem Rev,1983,(83):651-731
    [25] Rolks G, Lippard S J, et al. A tricopper (Ⅱ) complex containing a triply bridging carbonate group. [J].J Am Chem Soc,1980,(102):4 832-4833
    [26] Escuer A,Vicente R,Penalba E,et al. Synthesis, crystal, structure and magnetic behavior of (μ3-CO3)[Cu3(Medpt)3(ClO4)3].(ClO4): a new copper (Ⅱ) carbonato-bridged complex with a triangular array. [J].Inorg Chem,1996,(35):248-251
    [27] Escuer A, Vicente R, Kumar S B, et al. A novel pentadentate coordination mode for the carbonato bridge: synthesis, crystal structure, and magnetic behaviour of (μ3-CO3)[Ni(Medpt)3 (NCS)4], a new trinuclear nickel (Ⅱ) carbonato-bridged complex with strong antiferro-magnetic coupling. [J].Inorg Chem,1996,(35):3094-3098
    [28] Ballivet-Tkatchenko D,Romain B,Ste′phane C,et al.Reactivity of ditert-butyldimethoxystannane with carbon dioxide and methanol: X-ray structure of the resulting complex[J].J Organomet Chem,2006,691:1498-1504.
    [29] Zheng G L,Ma J F,Yang J,et al.A New System in Organooxotin Cluster Chemistry Incorporating Inorganic and Organic Spacers between Two Ladders Each Containing Five Tin Atoms[J].Chem. Eur. J. 2004,(10):3761-3768.
    [30] Li S L,Ping G J,Liu J,et al.A novel chiral 3D supramolecular framework based on organooxotin cluster[J].Inorganic Chemistry Communications 2008,(11):220–224.

© 2004-2018 中国地质图书馆版权所有 京ICP备05064691号 京公网安备11010802017129号

地址:北京市海淀区学院路29号 邮编:100083

电话:办公室:(+86 10)66554848;文献借阅、咨询服务、科技查新:66554700