吡唑、三氮唑类配体及过渡金属配合物的合成、晶体结构及抑菌活性研究
详细信息    本馆镜像全文|  推荐本文 |  |   获取CNKI官网全文
摘要
吡唑、三氮唑及其衍生物的金属配合物由于它的广谱生物活性、特殊的电磁性能、配位性能及光化学性能等在多种领域中的潜在应用引起人们极大兴趣。为了研究和讨论吡唑、三氮唑类配体及其配合物的结构与性质关系,本文共用水热法合成12个未被报道的新晶体。其中合成配体晶体2个,金属配合物晶体10个,并测定解析了它们的晶体结构,并对其进行了谱学表征,部分配合物做了抑菌活性测试。
     利用3-甲基-5-吡唑甲酸(pyra)为原料分别合成了配合物{[Cu(pyra)_2(H_2O)]·3H_2O}_n(1)、{[Cu_2(pyra)_2(2,2'-bipy)(4,4'-bipy)_2]·6H_2O}_n(2)。配合物(1)Cu(Ⅱ)离子的配位环境为五配位金字塔构型,配合物(2)Cu(Ⅱ)离子的配位环境为五配位金字塔构型。
     以1,2,4-三氮唑-3-甲酸(Tria)为配体,合成了三个结构类似的单核配合物[Cu(tria)_2(H_2O)_2]_n(3)、[Zn(tria)_2(H_2O)_2]_n(4)、[Cd(tria)_2(H_2O)_2]_n(5)。Cu(Ⅱ)、Zn(Ⅱ)、Cd(Ⅱ)的配位环境均为六配位的扭曲八面体构型。引入第二配体1,10-phen,合成了两个结构类似的配合物{[Cu(tria)(phen)Cl]_2}_n(6)、[Cu(tria)(phen)NO_3]_n(7),Cu(Ⅱ)配位环境均为五配位的扭曲金字塔构型。对于以上五种配合物做了抑菌活性测试,通过对比最低抑制浓度(MIC)得出,配合物(6)的抑菌活性最好,配合物(3)、(5)的抑菌活性最差。
     以Pb盐、Tria为原料,合成了两个结构类似的配位聚合物(8)、(9),Tria作为四齿桥联配体。配合物(8)中,氯离子以μ_2-Cl的形式参与配位连接两个铅离子,Pb配位数为八。配合物(9)中,SCN~-阴离子以μ_2-N的形式参与配位连接两个铅离子,Pb配位数为七。
     以1,2,4-三氮唑-3-甲酸甲酯为原料,合成并培养出了Triam晶体。又以Cu离子、Triam和phen为原料,合成了一维Z字链状配位聚合物(10),Triam作为三齿桥联配体。配合物分子之间以氢键组装成三维空间结构,形成许多大的隧道孔穴,孔穴中存在结晶水分子和硝酸根离子。
     以1,2,4-三氮唑-3-甲酸甲酯为原料,合成并培养出了一个酰腙晶体Triaah,晶胞中每个结构单元包含四个独立的酰腙分子和一个结晶水结构单元。氢键和π-π堆积作用将配合物分子连接成空间三维结构。
A considerable interest has been focused on a series of derivatives and metal complexes of pyrazole and triazole because of their broad bio-activities, special electromagnetic and coordination properties being used in their potential application.In order to investigate the relationship between the structure and property of pyrazole,triazole and their complexes,twelve complexes had been synthesized by hydratethermal synthesis,including two ligand crystals and ten complex crystals.Their crystal structures,spectrum characters had been characterized,some with antibacterial activities.
     The complexes {[Cu(pyra)_2(H_2O)]·3H_2O}_n(1)and {[Cu_2(pyra)_2(2,2'-bipy) (4,4'-bipy)_2]·6H_2O}_n(2)have been obtained by taking pyra as a starting material. In the complexe(1),Cu(Ⅱ)adopts five-coordinated distorted pyramid geometry. In the complexe(2)Cu(Ⅱ)adopts five-coordinated distorted pyramid.
     Three similar mononuclear complexes[Cu(tria)_2(H_2O)_2]_n(3),[Zn(tria)_2 (H_2O)2]_n(4)and[Cd(tria)_2(H_2O)_2]_n(5)have been synthesized by the reaction between Tria and metal salts,with Cu(Ⅱ),Zn(Ⅱ)and Cd(Ⅱ)adopt six-coordinated distorted octahedron geometry.After adding to the second ligand,we obtained two similar complexes {[Cu(tria)(phen)Cl]_2}_n(6)and [Cu(tria)(phen)NO_3]_n(7)with Zn(Ⅱ)in the center of the distorted pyramid geometry.We did the test of antibacterial activity of the five complexes and made the conclusion by compared to MIC.The test result indicate that the complex(6)show good activity and complex(3)and(5)shows no activity.
     Two three-dimensional Pb polymers(8)and(9)have been prepared by using Pb salt and Tria,with Tria considered as quadridentate ligand.In the complex(8), Cl acted as aμ_2-Cl bridging ligand links two Pb ions and Pb is eight coordinated.In the complex(9),SCN~- acted as aμ_2-N briding ligand links two Pb ions and Pb is seven coordinated.
     We cultivate a ligand crystal Triam by using methyl 1,2,4-triazole-3-carboxylate as the starting material.Then the one-dimensional Z configuration chain polymer(10)is obtained by using Cu salt,Triam and phen with Triam as the trident-bridging ligand.Complexes was assembled with H-bonds to three-dimensional network so as to form a lot of tunnel cavities which filled with hydrates and nitrates.
     We cultivate a ligand crystal Triaah by using the starting substance methyl 1,2,4-triazole-3-carboxylate.Every cell contain a unit of four independent hydrazones molecules and a hydrate.Complexes are linked with H-bonds andπ-πinteractions to form a three-mensional network.
引文
[1]Fujita M,Kwon Y J,Washizu S,Ogura K.Preparation,Clathration Ability,and Catalysis of a Two-Dimensional Square Network Material Composed of Cadmium(Ⅱ)and 4,4'-Bipyridine[J].J.Am.Chem.Soc.,1994,116:1151-1152.
    [2]Hagrman P J,Hagrman D,Zubieta J.Organic-Inorganic Hybrid Materials:From Simple Coordination Polymers to Organodiamine-Templated Molybdenum Oxides[J].Angew.Chem.Int.Ed.,1999,38:2638-2684.
    [3]Yaghi O M,Li G M,Li H L.Selective binding and removal of guests in a microporous metal-organic framework[J].Nature,1995,378:703-706.
    [4]Blake A J,Champness N R,Hubberstey P,et al.Inorganic crystal engineering using self-assembly of tailored building-blocks[J].Coord.Chem.Rev.,1999,183(1):117-138.
    [5]Garder G B,Venkataraman D,Moore J S,et al.Spontaneous assembly of a hinged coordination network[J].Nature,1995,374:792-795.
    [6]Bowes C L,Ozin G A.Self-Assembling Frameworks:Beyond microporous oxides[J].Adv.Mater.,1996,8:13-28.
    [7]杨瑞娜,胡晓院,段征,等.混合价态铜(Ⅰ,Ⅱ)配合物的合成与结构[J].无机化学学报,1999,15(6):697-708.
    [8]徐光宪,袁承业.稀土的溶剂萃取[M].北京:科学出版社,1987.1-6.
    [9]游效曾.分子材料-光电功能化合物[M].上海:上海科技出版社,2000.1-10.
    [10]Trofimenko S.Recent advances in poly(pyrazolyl)borate(scorpionate)chemistry[J].Chem.Rev.,1993,93(3):943-980.
    [11]Trofimenko S.Coordination chemistry of pyrazole-derived ligands[J].Chem.Rev.,1972,72(5):497-509.
    [12]Mukherjee R.Coordination chemistry with pyrazole-based chelating ligands:molecular structural aspects[J].Coord.Chem.Rev.,2000,203(1):151-218.
    [13]Trofimenko S.Scorpionates-The Coordination Chemistry of Polypyrazolylborate Ligands[M].Newark:Imperial College Press,1999:1-208.
    [14]Roussel P,Bentiss F,Bentiss M,et al.Thermal evolution and crystal structures of the 3,5-pyrazole dicarboxylic acid(hydrated form and anhydrous):Ligations with nickel Ⅱand barium Ⅱ[J].Journal of Molecular Structure,2006,798:134-140.
    [15]邢永恒,张元红,许永廷,等.新型钒氧吡唑配合物的合成与表征[J].科学通报,2006,51(12):1383-1389.
    [16]李宪平,黄海平,李一志,等.双吡唑双齿桥联环状四核钯(Ⅱ)配合物的合成和结构研究[J].无机化学学报,2007,23(6):1126-1128.
    [17]Ferrer S,Haasnoot J G,Reedijk J,et al.First structurally characterized linkage isomers of two thiocyanatocopper(Ⅱ)complexes[J].J.Chem.Soc.,Dalton Trans.,1992,20:3029-3034.
    [18]王长风,杨光明,徐静颖,等.Cu(sahm)_2·4H_2O的合成及晶体结构[J].结构化学,1996,15(2):159-162.
    [19]Olea D,Couceiro U G,Castillo O,et al.Nanoprocessability of a one-dimensional oxalato-bridgedcobalt(Ⅱ)complex with 1,2,4-triazole[J].Inorg.China.Acta,2007,360:48-54.
    [20]Singh G,Felix S P.Studies on energetic compounds.Part 32:crystal structure,thermolysis and applications of NTO and its salts[J].J.Mol.Struct.,2003,649(1-2):71-83.
    [21]Ardizzoia G A,Brenna S,Castelli F,et al.New copper(Ⅰ)and silver(Ⅰ)triazolato -complexes:Synthesis,reactivity and catalytic activity in olefin cyclopropanation[J].J.Organomet.Chem.,2008,693:1870-1876.
    [22]Negrea N,Goirana M,Bousseksou A,et al.High magnetic field induced spin transition,H.M.F.I.S.T.effect,in[Fe_(0.52)Ni_(0.48)(btr)_2(NCS)_2]H_2O[J].Synth.Met.,2000,115:289-292.
    [23]Haasnoot J G.Mononuclear,oligonuclear and polynuclear metal coordination compounds with 1,2,4-triazole derivatives as ligands[J].Coord.Chem.Rev.,2000,200-202:131-185.
    [24]Inoue M,Kishita M,Kubo M.Magnetic Moments of Dichloro(1,2,4-triazole)copper (Ⅱ)and Related Copper(Ⅱ)Compounds[J].Inorg.Chem.,1965,4(5):626-628.
    [25]Inoue M,Kubo M.Broad-Line Proton Magnetic Resonance Spectra of Dichloro 1,2,4-triazole)copper(Ⅱ)and Bis(1,2,4-triazolato)copper(Ⅱ)[J].Inorg.Chem.,1966,5(1):70-73.
    [26]Hennigar T L,Macquarrie D C,Losier P,et al.Supramolecular Isomerism in Coordination Polymers:Conformational Freedom of Ligands in[Co(NO_3)_2(1,2-bis (4-pyridyl)ethane)_(1.5)]_n[J].Angew.Chem.Int.Ed.,1997,36(9):972-973.
    [27]Vos G,Febre R A,Graaff R A G,et al.Unique high-spin-low-spin transition of the central ion in a linear,trinuclear iron(Ⅱ)triazole compound[J].J.Am.Chem.Soc.,1983,105(6):1682-1683.
    [28]Wim V,Haasnoot J G,Kahn O,et al.A copper(Ⅱ)dope as a detector for the high-spin.tautm,low-spin transition in the two-dimensional compound[trans-bis(thiocyanato)bis(4,4'-bi-1,2,4-triazole)iron]hydrate[J].J.Am.Chem.Soc.,1987,109(17):5272- 5273.
    [29]Satpathy K S,Panda A K,Mishra R,et al.Metal complexes of 1-hydroxy-2,3-dimethyl-4-(3'-methyl-4'-amino-5'-mercapto-1',2',4'-triazole)-1,4-diaza-1,3-butadien e with manganese(Ⅱ),cobalt(Ⅱ),nickel(Ⅱ)and copper(Ⅱ)[J].Transition Met.Chem.,1989,14:381-383.
    [30]Krober J,Waksman Ⅰ B,Pascard C,et al.Crystal structure of Zn(trz)Cl(trz=1,2,4-triazolato);a layered compound with triply bridging triazolato groups[J].Inorg.Chim.Acta,1995,230(1-2):159-163.
    [31]Gaspar A B,Munoz M C,Moliner N,et al.Polymorphism and Pressure Driven Thermal Spin Crossover Phenomenon in[Fe(abpt)_2(NCX)_2](X=S and Se):Synthesis,Structure and Magnetic Properties[J].Monatsh.Chem.,2003,134:285-294.
    [32]Gudasi K B,Patil S A,Vadavi R S,et al.Synthesis and spectral characterization of some transition metal complexes containing penta-dentate SNNNS donor heterocyclic Schiff base ligands[J].Transition Met.Chem.,2005,30:1014-1019.
    [33]Lider E V,Elokhina V N,Lavrenova L G,et al.Complexes of Co(Ⅱ),Ni(Ⅱ),and Cu(Ⅱ)with 4-(3,4-Dichlorophenyl)-1,2,4-Triazole[J].Koord.Khim.,2007,33(1):37-44.
    [34]Yi L,Ding B,Zhao B,et al.Novel Triazole-Bridged Cadmium Coordination Polymers Varying from Zero- to Three-Dimensionality[J].Inorg.Chem.,2004,43(1):33-43.
    [35]Meng X R,Liu Y R,Song Y L,et al.Novel Zn(Ⅱ)and Pb(Ⅱ)coordination networks with large circuits:Synthesis,crystal structures and self-focusing effects[J].Inorg.Chim.Acta,2005,358(11):3024-3032.
    [36]Zhang J P,Lin Y Y,Huang X C,et al.Copper(Ⅰ)1,2,4-Triazolates and Related Complexes:Studies of the Solvothermal Ligand Reactions,Network Topologies,and Photoluminescence Properties[J].J.Am.Chem.Soc.,2005,127(15):5495-5506.
    [37]Zhang J P,Lin Y Y,Zhang W X,et al.Temperature- or Guest-Induced Drastic Single-Crystal-to-Single-Crystal Transformations of a Nanoporous Coordination Polymer[J].J.Am.Chem.Soc.,2005,127(41):14162-14163.
    [38]Li B L,Xu Z,Cao Z B,et al.One-dimensional chain copper complexes[Cu(dien)(btrz)(ClO_4)_2]and[Cu(en)_2(btrz)(ClO_4)_2]based on the bridging ligand 1,2-bis(1,2,4-triazole-1-yl)ethane(btrz)[J].Transition Met.Chem.,1999,24:622-627.
    [39]Zhu D R,Song Y,Liu Y J,et al.Syntheses,crystal structures and spectroscopic properties of the novel complexes[M(MOBPT)~*_2(H_2O)_2](ClO_4)_2·4H_2O(M=Co~Ⅱ and Ni~Ⅱ)[J].Transition Met.Chem.,2000,25:589-593.
    [40]Jian F F,Xiao H L,Wang H X,et al.Structure of tetra(β- propiophenone-1,2,4-triazole-N_4)dichloro metal hexahydrate complex:[MCl_2(C_2H_2N_3CH_2CH_2CO Ph)_4]·6H_2O(M=Ni,Co)[J].J.Chem.Crystallogr.,2004,34(10):247-252.
    [41]Peng M X,Hong C G,Tan C K,et al.Syntheses and crystal structures of two new cobalt(Ⅱ)complexes derived from 3,5-bis(pyridin-2-yl)-4 -amno-1,2,4-triazole[J].J.Chem.Crystallogr.,2006,36(11):703-707.
    [42]Liang S W,Li M X,Shao M,et al.Synthesis,crystal structure and fluorescent property of two-dimensional Cu(Ⅰ)coordination polymers with cyanide,thiocyanate and triazole bridges[J].J.Mol.Struct.,2008,875:17-21.
    [43]Shigematsbl M,Kusano S,Takehi T.Pyrimidinyloxypicolinate derivatives,processes and intermediates of their production and herbicidal compositi-ons containing them[P].EP:355409,1989-02-28.
    [44]Hamanaka K,Ernest S,Guzman P,et al.N-[(Substituted five-membered di-or triaza diunsaturated ring)carbonyl)guanidine derivatives for the treatment of ischemia[P].US:6492401,2002-12-09.
    [45]Inc I,Nelson A R,Francis G M.Pyrazole-amides and-sulfonamides[P].WO:03037274,2003-05-08.
    [46]刘长令.世界农药信息手册[M].北京:化学工业出版社,2004.40.
    [47]Sundholm N K.4-Nitrosopyrazole[P].US:2510724,1905-06-06.
    [48]Farag A M,Mayhoub A S,Barakat S E,et al.Synthesis of new N-phenylpyrazole derivatives with potent antimicrobial activity[J].Bioorg.Med.Chem.,2008,16:4569-4578.
    [49]Dang T T,Dang T T,Fischer C,et al.Synthesis of pyrazole-3-carboxylates and pyrazole-1,5-dicarboxylates by one-pot cyclization of hydrazone dianions with diethyl oxalate[J].Tetrahedron,2008,64:2207-2215.
    [50]Lee K Y,Chapman L B,Cobura M D.3-Nitro-1,2,4-triazol-5-one,a less sensitive explosive[J].J.Energetic.Mater.,1987,5(1):27-33.
    [51]Rothgeryl E F,Audette D E,Wedlich R C,et al.The study of the thermal decomposition of 3-nitro-1,2,4-triazol-5-one(NTO)by DSC,TGA-MS,and ARC[J].Thermochim.Acta,1991,185(2):235-243.
    [52]Yim W L,Liu Z F.Application of Ab Initio Molecular Dynamics for A Priori Elucidation of the Mechanism in Unimolecular Decomposition:The Case of 5-Nitro-2,4-dihydro-3H-1,2,4-triazol-3-one(NTO)[J].J.Am.Chem.Soc.,2001,123:2243-2250.
    [53]Meredith C,Russell T P,Mowrey R C,et al.Decomposition of 5-Nitro-2,4-dihydro -3H-1,2,4-triazol-3-one(NTO):Energetics Associated with Several Proposed Initiation Routes[J].J.Phys.Chem.,1998,102:471-477.
    [54]Kohno Y,Takahashi O,Saito K.Theoretical study of initial decomposition process of NTO dimmer[J].Phys.Chem.Chem.Phys.,2001,3:2742-2746.
    [55]Singh G,Kapoor I P S,Tiwari S K,et al.Studies on energetic compounds Part 16.Chemistry and decomposition mechanisms of 5-nitro-2,4-dihydro-3H-1,2,4-triazole -3-one[J].J.Hazard.Mater.,2001,B21:67-82.
    [56]Harris N J,Lammertsma K.Tautomerism,Ionization,and Bond Dissociations of 5-Nitro-2,4-dihydro-3H-1,2,4-triazolone[J].J.Am.Chem.Soc.,1996,118:8048-8055.
    [57]杨扬,吕文硕,史延年.具有生物活性的N-1取代1,2,4-三唑类化合物的研究与进展[J].化学通报,1996,10:6-14.
    [58]谢剑华,李光华.抗真菌剂三氮唑含硫化合物的合成[J].中国药物化学杂志,1997,7(3):180-184.
    [59]吴义杰,乔善磊,刘超美,等.三唑类化合物的合成及其抗真菌活性[J].中国药物化学杂志,1998,8(3):178-181.
    [60]李德江,马文展.三氮唑类抗真菌剂的研究进展[J].天津化工,2002,5:29-30.
    [61]张耀谋,邓业成,徐汉红,等.新型三唑类化合物的合成及生物活性[J].广西师范大学学报(自然科学版),2004,22(4):69-72.
    [62]Eto M.Organic and Biological Chemistry.Organophosphorus Pesticides[M].Clererland,U.S.A.CRC Press,1974.3-6.
    [63]唐湖,章希如.三唑酮的合成研究[J].农药,1983,2:7-10.
    [64]林柄栋.新1,2,4-三唑类杀菌剂[J].农药,1983,1:31-35.
    [65]陈文.内吸杀菌剂的近况[J].农药,1988,27(2):378-390.
    [66]Tomohiro A,Yoshiharu K.Difluomethyl triazolone compounds use of the same and intermediates of the production thereof[P].WO:0142227,2001-06-14.
    [67]Darder P.Process for the preparation of the antifungal agent[P].Span.ES:2141667,2000-03-16.
    [68]Wu Y S,Lee H K,Li S F Y.High-performance chiral separation of fourteen triazole fungicides by sulfated β-cyclodextrin-mediated capillary electrophoresis[J].J.Chromatogr.A,2001,912(1):171-179.
    [69]Andotra C S,Kumer Rajinder et al.Bridgehead nitrogen heterocycles:Synthesis antibacterical and antifungal activities of 2-aryl-6-(p-chloro-phenyl)-5-thioxo-1H-1,2,4-triazole[1,5-a]-s-triazin7-ones[J].Indian J.Heterocycl.Chem.,1998,8(2):139-142.
    [70]Karegoudar P,Prasad D J,Ashok M,et al.Synthesis,antimicrobial and antiinflammatory activities of some 1,2,4-triazolo[3,4-b][1,3,4]thiadiazoles and 1,2,4-triazolo [3,4-b][1,3,4]thiadiazines bearing trichlorophenyl moiety[J].Eur.J.Med.Chem.,2008,43:808-815.
    [71]Chung D H,Kumarapperuma S C,Sun Y J,et al.Synthesis of 1-β-D-ribofuranosyl-3-ethynyl-[1,2,4]triazole and its in vitro and in vivo efficacy against Hantavirus[J].Antiviral Research,2008,79:19-27.
    [1]谭成侠,沈德隆,翁建全,等.取代吡唑—5-酰基杂环衍生物的合成、结构与生物活性[J].有机化学,2005,25(5):1268-1273.
    [2]李正名,陈寒松,赵卫光,等.吡唑衍生物的合成及生物活性[J].高等化学学报,1997,18(11):1794-1799.
    [3]袁德凯,李正名,赵卫光.2-取代氨基-5-吡唑基-1,3,4-噁二唑的合成及生物活性[J].应用化学,2003,20(7):624-628.
    [4]Matthew J G,Ravi G K,Michael L V,et al.Synthesis,Crystal Structure,and Activity of Pyrazole-Based Inhibitors of p38 Kinase[J].J.Med.Chem.,2007,50(23):5712-5719.
    [5]Xu L Z,Huang Y W,Yu G P,et al.Experimental,theoretical and biological activity study on 1-(4,5-dihydro-3-arylpyrazol-1-yl)-2-(1H-1,2,4-triazol-1-yl)-ethanone[J].Struct.Chem.,2006,17(2):235-239.
    [6]Zhang J D,Didierlaurent S,Fortin M,et al.Nonpeptide Endothelin Antagonists:from Lower Affinity Pyrazol-5-ols to Higher Affinity Pyrazole-5-carboxylic Acids[J].Bioorg.Med.Chem.Lett.,2000,10:1351-1355.
    [7]韦芳.含氮杂环化合物-吡唑衍生物的设计、合成与生物活性研究[D].济南:山东大学,2007.
    [8]谢晶曦,常俊标,王绪明.红外光谱在有机化学和药物化学中的应用[M].北京:科学出版社,2001.283-285.
    [1]张红,白东鲁.抗真菌药物的研究进展[J].中国药物化学杂志,1997,7(4):303-310.
    [2]谢剑华,李光华.抗真菌剂三氮唑含硫化合物的合成[J].中国药物化学杂志,1997,7(3):180-184.
    [3]吴义杰,乔善磊,刘超美,等.三唑类化合物的合成及其抗真菌活性[J].中国药物化学杂志,1998,8(3):178-181.
    [4]张耀谋,邓业成,徐汉红,等.新型三唑类化合物的合成及生物活性[J].广西师范大学学报(自然科学版),2004,22(4):69-72.
    [5]Lee K Y,Chapman L B,Cobura M D.3-Nitro-1,2,4-triazol-5-one,a less sensitive explosive[J].J.Energetic.Mater.,1987,5:27.
    [6]Rothgery E F,Audette D E,Wedlich R C,et al.The study of the thermal decomposition of 3-nitro-1,2,4-triazol-5-one(NTO)by DSC,TGA-MS,and ARC[J].Thermochim.Acta,1991,185(2):235.
    [7]Liu Y Y.Synthesis,structure and characterization of copper(Ⅱ)and zinc(Ⅱ)complexes based on 3-carboxyl-1,2,4-triazole[J].J.Coord.Chem.,2007,60(23):2597-2605.
    [8]张秀清.四氮唑-1-乙酸配合物的合成、晶体结构、谱学表征及磁性质研究[D].桂林:广西师范大学,2006.
    [9]王雁飞.牛磺酸缩邻香草醛席夫碱配合物的合成及晶体结构研究[D].桂林:广西师范大学,2006.
    [1]Black A J,Champness N R,Hubberstey P,et al.Inorganic crystal engineering using self-assembly of tailored building-blocks[J].Coord.Chem.Rev.,1999,183(1):117-138.
    [2]Khlobystov A N,Blake A J,Champness N R,et al.Supramolecular design of one-dimensional coordination polymers based on silver(Ⅰ)complexes of aromatic nitrogen-donor ligands[J].Coord.Chem.Rev.,2001,222(1):155-192.
    [3]谷长生,高山,霍丽华,等.4-羧基苯氧乙酸锰配位聚合物[Mn(p-CPOA)(H_2O)_3]_n 的合成与晶体结构[J].无机化学学报,2004,20(7):853-856.
    [4]Liang S W,Li M X,Shao M,et al.Synthesis,crystal structure and fluorescent property of two-dimensional Cu(Ⅰ)coordination polymers with cyanide,thiocyanate and triazole bridges[J].J.Mol.Struct.,2008,875:17-21.
    [5]谢晶曦,常俊标,王绪明.红外光谱在有机化学和药物化学中的应用[M].北京:科学出版社,2001.150-151.
    [1]Schmeling B,Kulka M.Systemic Fungicidal Activity of 1,4-Oxathiin Derivation[J].Science,1966,152:659-660.
    [2]游效曾,孟庆金,韩万书.配位化学进展[M].北京:高等教育出版社,2000.170-191.
    [3]缪明明,廖代正,姜宗慧,等.1,2-亚丙基双(草酰胺根)桥联的线性三核铜(Ⅱ)配合物的合成与磁性[J].无机化学学报,1995,11:384.
    [4]严子耳.新型多齿杂环稀土荧光配体的合成及其配合物荧光性质的研究[D].长沙:中南大学,2005.
    [1]Sato H,Tsuda M,Watanabe K,et al.Rhopaladins A~D,new indole alkaloids from marine tunicate Rhopalaea sp[J].Tetrahedron,1998,54(30):8687-8690.
    [2]麻宝成,马兴铭,闫兰,等.4种含羧基酰腙化合物的合成、表征和抑菌活性[J].应用化学,2005,22(9):1021-1023.
    [3]仉文升,李安良.药物化学[M].北京:高等教育出版社,1999.458-464.
    [4]Yang Z Y,Yang R D,Li F S,et al.Crystal structure and antitumor activity of some rare earth metal complexes with schiff base[J].Polyhedron,2000,19:2599-2604.
    [5]何水样,曹文凯,陈军利,等.铜(Ⅱ)与2-羧基丙酸水杨酰腙配合物的合成、晶体结构和抑菌活性[J].高等学校化学学报,2002,6:991-993.
    [6]Sarhan A A O,Izumi T.Design and synthesis of new functional compounds related toferrocene bearing heterocyclic moieties A new approach towards electron donor organic materials[J].J.Organomet.Chem.,2003,675:1-12.
    [7]杨健国,潘富友,李钧敏.Cu(Ⅱ)-2′-(2-噻吩亚甲基)水杨酰腙Schiff碱配合物的合成、表征、晶体结构及抑菌活性研究[J].无机化学学报,2005,21(10):1593-1596.
    [8]龙德清,汪焱钢,李德江,等.5,7-二甲基-1,2,4-三唑并[1,5-α]嘧啶-2-甲酰腙类化合物的合成与生物活性[J].有机化学,2005,25(11):1498-1502.

© 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