摘要
苯并咪唑类物质和Schiff碱化合物都具有很好的生物活性及许多其他性能,为寻找具有高活性和广谱的新杀菌剂化合物,并研究其结构与生物活性之间的关系,本论文根据药物拼合原理,设计合成既含有亚胺结构,又含有苯并咪唑母体的新型化合物同时改变醛上不同的取代基和取代基的位置,将2个具有生物活性的基团键合,有可能表现更典型的生物活性及其他性能,以期筛选出新的苯并咪唑类活性化合物。本论文主要由以下几方面组成:
1、综述了近年来苯并咪唑及其衍生物、Schiff碱的合成研究和应用进展。
2、以邻苯二胺及相应的羧酸为原料,微波辐射下,合成了2种2-取代苯并咪唑衍生物,研究并优化了反应条件探讨了物料比、微波输出功率和微波辐射时间对反应产率的影响。结果表明,较佳反应条件为:n(邻苯二胺)﹕n(甘氨酸)=1﹕2,微波输出功率为259 W,间歇辐射50 min。以上合成方法具有条件温和、操作简便、产率高、选择性良好、反应时间短、易纯化等优点,具有一定的实际应用价值。
3、以上述中间体进一步合成了17个新苯并咪唑Schiff碱化合物,经IR、1HNMR、MS等波谱学方法确定了它们的化学结构,并测定了熔点。
4、为了研究该类化合物的抑菌活性与结构的关系,用菌丝生成速率法测定了它们对植物病菌的抑菌活性。测定了上述化合物对马铃薯干腐病菌(Fusarium oxysporium),番茄早疫病菌(Alternaria solani),小麦赤霉病菌(Fusarium graminearum),玉米弯苞叶斑病菌(Cercospora sorghi),棉花枯萎病菌(Fusaurium oxysporiumf. sp.vasinfectum)的抑制活性,得出相关性系数EC50。以市售苯并咪唑类杀菌剂50%多菌灵可湿性粉剂为对照,对化合物的构效关系进行了初探。主要结果如下:化合物对这5种植物病原菌的有较好的抑菌活性,部分化合物的抑菌活性高于对照药剂。对照组药剂对植物病原真菌的抑制具有广谱性,而合成的苯并咪唑Schiff碱除个别外大多数对植物病原菌的抑制不具有广谱性,化合物c、i、o、q对小麦赤霉病菌、化合物a、b、c、d、g、i、j、q对番茄早疫病菌、化合物c、g、i对棉花枯萎病菌、化合物a、c、i、n、q对马铃薯干腐病菌、化合物a、b、c、d、f、g、h、i、j、q对玉米弯苞叶斑病菌的杀菌活性都明显高于对照药剂多菌灵。整体来看,化合物c、i、q对所试菌种的抑菌效果都明显优于对照药剂,而化合物m、n、o、p对所试几种病原菌均的抑制作用相对较弱。
Benzimidazole derivatives and Schiff base compounds have good biological activities and possess a variety of other characters. To find new hyperactivity broad-spectrum fungicide compounds and study the relationship between structure and biological activities of these compounds, This paper designs and synthesises of a new type of mother-benzimidazole compounds containing imine structures according to principles of drug together,at the same time, changes substituent group and the substituent group position of aldehyde or ketone, bonds the two biological activity groups together, it maybe show more typical biological activity and other properties, Desire to select out new active benzimidazole compounds. This paper is mainly consisted of several parts as followed:
1、the recent advances in the synthesis and application of benzimidazoles derivatives and Schiff bases are reviewed. and prospect of application for them were also discussed.
2、Two 2-substituted benzimidazoles derivatives were synthesized by the reaction of o-phenylenediamine with corresponding carboxylic acid in hydrochloric acid under microwave irradiation.The effects of the mole ratio of materials,output power of microwave,reaction time on yield were discussed. We could receive the best reaction condition:o-phenylendiamine: glycine is 1:2(mole ratio),output power is 259 W,the reaction time is 50min,the total yield is 77%.The salient features of the above mentioned methods include a simple procedure,mild condiitons,shorter reaction time,and easy purification
3、In the best condition,a series of new compounds were prepared. All the compound synthesized were confirmed by elemental analyses, 1H NMR, IR, and mass spectral data.
4、To study the relationship between structure and effect of these compounds, the antimicrobial activity to pathogens were considered. All compounds synthesized were tested in vitro against five fungicide:Fusarium oxysporium , Alternaria solani , Fusarium graminearum,Cercospora sorghi Fusaurium oxysporiumf. sp.vasinfectum incomparison with 50% carbendazim wet powder. The relationship between the structures and the fungicidal activities of the compounds was discussed.The main results are as follows: All compounds showed their fungicidal activities, some showed better activities than the contrast. The contrast on the inhibition of plant pathogenic fungi has a broad-spectrum character, but most synthesis benzimidazole Schiff base compounds on the inhibition of plant pathogenic fungi don’t have broad-spectrum characters. The inhibitory activity of compounds c,i,o,q to Fusarium graminearum, compounds a,b,c,d,g,i,j,q to Alternaria solani, compounds c,g,i to Fusaurium oxysporiumf. sp.vasinfectum , compounds a,c,i,n,q to Fusarium oxysporium, compounds a,b,c,d,f,g,h,i,j,q to Cercospora sorghi are significantly higher than the contrast.On the whole, The inhibitory activity of compounds c,i,q to plant pathogenic fungi are significantly higher than the contrast,and The inhibitory activity of compounds m,n,o,p to plant pathogenic fungi are relatively weak.
引文
[1] John B. Wright. The Chemistry of the Benzimidazoles [J]. Chem.Rev.,1951,48(3):397-541.
[2] Dubey P.K., Kumar R., Kumar C.R., etal. Condensation of o-phenylenediamine with cinnamic acids[J]. Synth.Commun.,2001,31:3439-3446.
[3] Matsushita H., Lee S.H., Joung M., etal. Smart cleavage reactions: the synthesis of benzimidazoles and benzothiazoles from polymer-bound esters[J]. Tetrahedron Lett.,2004,45:313-316.
[4] Brain C.T., Brunton S.A. An Intramolecular Palladium-Catalysed. Aryl Amination Reaction to Produce Benzimidazoles [J]. Ttrahedron Letters.,2002,43:1893-1895.
[5] Perkins J.J., Zartman A.E. Synthesis of 2-(alkylamino)benzimidazoles[J]. Tetrahedron Tetters., 1999,40:1103-1106.
[6] Nadaf R.N., Siddiqui S.A., Daniel T., etal. Room temperature ionic liquid promoted regioselective synthesis of 2-arylbenzimidazoles,benzoxazoles and benzthiazoles under ambient conditions[J]. J.Mot.Catal.A:Chem.2004,214(1):155-160.
[7] V.K.Tandon, M.Kumar. BF3.Et2O promoted one-pot expeditious and convenient synthesis of 2-substituted benzimidazoles and 3,1,5-benzoxadiazepines [J]. Tetrahedron Lett.,2004, 45 : 4185-4187.
[8] C.Chen,Y.Chen. Liquid-phase synthesis of 2-substituted benzimidazoles,benzoxazoles and benzothiazoles [J]. Tetrahedron Lett.,2004,45:113-115.
[9]李小敏. 2-氨基-1-取代苯并咪唑类化合物的合成、代谢及结构-毒性关系初步研究[D].浙江大学硕士论文,2003.
[10]陈兴权,赵天生. 2-氨基苯并咪唑的合成[J].精细石油化工,2004,45-46.
[11] Powers Thomas A., Evans Slayton A., Rand Kenan William. Lanthanide induced 17O NMR shifts of diastereotopic oxygen atoms in 1-thiadecalin 1,1-dioxide and related compounds[J]. Tetrahedron Letters,2003,44(31):5935-5938.
[12] Itoh Takashi, Nagata Kazuhiro, Ishikawa Hiroyuki, etal. Synthesis of 2-Arylbenzothiazoles and Imidazoles Using Scandium Triflate as a Catalyst for Both a Ring Closing and an Oxidation Steps[J] Heterocycles,2004,63(12):2769-2784.
[13] K.Nagata, T.Itoh, H.Ishikawa, etal. Synthesis of 2-substituted benzimidazoles by reaction of o-phenylenediamine with aldehydes in the presence of Sc(OTf)staggered311[J] Heterocycles,2003,61:93-96.
[14] C.M. Curini, F. Epifano, F. Montanari, etal. Ytterbium Triflate Promoted Synthesis of Benzimidazole Derivatives [J]. Synth.Lett.,2004,10:1832-1834.
[15] Ahmed Kamal, P.Ramulu, O.Srinivas, etal. Synthesis of C8-linked pyrrolo[2,1-c][1,4] benzodiazepine–benzimidazole conjugates with remarkable DNA-binding affinity[J]. Bioorg.Med.Chem.Lett.,2004,14(18):4791-4794.
[16] Ouyang J., Ouyang C., Fujii Y., etal. Synthesis and Fluorescent Properties of 2-(1H- Benzimidazol-2-yl)-phenol Derivatives[J]. J.Heterocycl.Chem.,2004,41(3):359-366.
[17]史于兴,庞正智. 2-烷基苯并咪唑的合成及结构表征[J].北京化工大学学报,1997,24:27-32.
[18] Lin S., Yang L. A simple and efficient procedure for the synthesis of bnzimidazoles using air asoxidant[J]. Tetrahedron Lett.,2005,46(25):4315-4319.
[19] Weidenhagen R., Weeden U.. Eineneue Synthese von Imidazol-Derivaten[J]. Chemishe Berichte, 1936,69B:2263-2272.
[20] Wang Q., Mao Y., Zhu S., etal. A novel synthesis of 2-per(poly)fluoroalkyl-1H– benzimidazoles or 2-per(poly)fluoroalkyl benzothiazoles [J]. J.Fluorine Chem.,1999,95(2):141-143.
[21] Curini,M., Epifano F., Montanari,F., etal. Ytterbium triflate promoted synthesis of benzimidazole derivatines [J]. Syn.lett.,2004,(10):1832-1934.
[22] Singh M.P., Sasmai S., Lu W., etal. Synthetic unility of catalytic F e(Ⅲ)/Fe(Ⅱ) redox cycling towards fused heterocycles:A facile access to substituted benzimidazoles, bie-benzimidazoles and imidazopyridine derivatives [J]. Synthesis,2000,10:1390.
[23] Beaulieu P.L., Hnmo H., Moos E.. A practical Oxone-mediated, high-throughput, solution-phase synthesis of benzimidazoles from 1,2-phenylenediamines and aldehedes and its application to preparative scale synthesis[J]. Synthesis,2003,11:1683-1692.
[24] Gogoi P., Konwar D.. An efficient and one-pot synthesis of imidazolines and benzimidazoles via anaerobic oxidation of carbon-nitrogen bonds in water[J]. Tetrahedorn Lett.,2006,47(1):79-82.
[25]杨红伟,岳凡,封顺等.苯并咪唑类化合物一步法合成及表征[J].有机化学,2004,24(7):792-796.
[26] Lin S., Yang L. A simple and efficient procedure for the synthesis of benzimidazoles using airasoxidant [J]. Tetrahedron Lett.,2005,46(25):4315-4319.
[27]李莹莹,周永花,郭玉芳等.苯并咪唑衍生物的合成改进[J].有机化学,2006,26(8):1097-1099.
[28] R.Trivedi,S.K.De,R.A.Gibbs. A convenient one-pot synthesis of 2-substituted benzimidazoles [J]. J.Mol.Catal.,2006,245:8-11.
[29] Chakrabarty M.,Karmakar S.,Mukherji A., etal. Application of sulfamic acid as an eco-friendly catalyst in an expedient synthesis of benzimidazoles [J]. Heterocycles,2006,68(5):967-974.
[30] Salehi P. , Dabiri M., Zolfigol M.A., etal. Selective Synthesis of 2-Aryl-1-arylmethy-1H- 1,3-Benzimidazoles in Water at Ambient Temperature [J]. Tetrahedron Lett.,2006,47:2557-2560.
[31] Ma H.Q., Wang Y.L., Wang J.Y. Selective synthesis of 2-aryl-1-arylmethyl-1H-1,3- benzimidazoles promoted by ionic liquid [J]. Heterocycles,2007,71(1):135-140.
[32] Ravi V., Aayesha N., Ramu E.,etal. L-Proline catalyzed selective synthesis of 2-aryl-1- arylmethyl-1H-benzimidazoles [J]. Tetrahedron Lett.,2007,48(1):69-72.
[33] Das B., Harish H., Srinivas Y. Efficient (bromodimethyl)sulfonium bromide mediated synthesis of benzimidazoles [J]. Tetrahedron Lett.,2007,48(1):61-64.
[34] Shen M.-G., Cai C. Ytterbium perfluorooctanesulfonates catalyzed synthesis of benzimidazole derivatives in fluorous solvents [J]. Journal of Fluorine Chemistry.,2007,128(3):232-325.
[35] Ming-Gui Shen, Chun Cai, Wen-Bin Yia. Ytterbium perfluorooctanesulfonate as an efficient and recoverable catalyst for the synthesis of trisubstituted imidazoles[J]. Journal of Fluorine Chemistry,2008,129(6):541-544.
[36] D.S.V.Vliet, P.Gillespie, J.J.Scicinski. Rapid one-pot preparation of 2- substituted benzimidazoles from 2-nitroanilines using microwave conditions[J].Tetrahedron Lett.,2005,46(39):6741-6743.
[37] Huang Z.L., Li N., Lei H., etal. Two-Photon induced blue fluorescent emission of heterocycle-based organic molecule [J]. Chem.Commun.,2002,20:2400-2401.
[38] A.A.Carr, D.A.Hays, J.M.Kane, etal. A highly convergent synthesis of benzimidazolypiperidines [J].J.Org.Chem.,1990,55(4):1399-1401.
[39] C.T.Brain, S.A.Brunton. An intramolecular palladium-catalysed aryl amination reaction to produce benzimidazoles [J]. Tetrahedron Lett.,2002,43:1893-1895.
[40] Harizi A., Zantour H. Ammonium Sulphate-Magnesium Selective Reduction of N-2-Nitrophenylimidates:Synthesis of 2-Substituted Benzimidazoles [J]. Synthetic communications., 2002,32(3):387-392.
[41] Hornberger K.R., Adjabeng G.M., Dickson H., etal. A mild,one-pot synthesis of disubstituted benzimidazoles from 2-nitroanilines [J]. Tetrahedron Lett.,2006,47:5359-5361.
[42] R.B.Merrifield. Solid phase peptide synthesis I. the synthesis of a tetrapeptide [J]. J.Am.Chem.Soc., 1963,85(14):2149-2154.
[43] J.P.Mayer., G.S.Lewis, C.M.Gee, etal. Solid phase synthesis of benzimidazoles [J]. Tetrahedron Lett., 1998,39:6655-6658.
[44] Guo Ping Wei, Grary B.P. Solid phase synthesis of benzimidazolones[J]. Tetrahedron Lett.,1998,38: 179-182.
[45] Jung Lee, Diane G., Ralph A.R. Solid-Phase Synthesis of 3,4,5-Substituted 1,5- Benzodiazepin-2-ones[J]. J.Org.Chem.,1999,64(9):3060-3065.
[46] Tumelty D., Schwarz M.K., Cao K., etal. Solid-phase synthesis of substituted benzimidazoles[J]. Tetrahedron Lett. 1999,40:6185-6188.
[47] Zemin Wu, Philip Rea, Geoffrey Wickham.‘One-pot’nitro reduction–cyclisation solid phase route to benzimidazoles[J]. Tetrahedron Letters,2000,41:9871-9874.
[48] Huang W.L., Searborough R.M. A New "Traceless" Solid-phase Synthesis Strategy: Synthesis of a Benzimidazole Library [J]. Tetrahedron Lett.,1999,40:2665-2668.
[49] Tumelty D., Cao K., Holmes C.P. Traceless solid-phase synthesis of substituted benzimidazoles via a base-cleavable linker[J]. Organic Letters, 2001,3(1):83-86.
[50] Jinbo Lee, Amanda Doucette, Noel S., etal. Solid phase synthesis of chiral 2-amino-benzimidazoles [J]. Tetrahedron Lett.,2001,42:2635-2638.
[51] Hoesl C.E., Nefzi A., Houghten R.A. Parallel Solid-Phase Synthesis of 2-Imino-4-oxo-1,3,5- triazino[1,2-a]benzimidazoles via Tandem Aza-Wittig/Heterocumulene-Mediated Annulation Reaction[J]. J.Comb.Chem.,2003,5:155-160.
[52] A.Mazurov. Traceless Synthesis of Benzimidazoles on Solid Support [J]. Bioorg.Med.Chem.Lett., 2000,10:67-70.
[53] W.Huang, R.M.Scarborough. A new "traceless" solid-phase synthesis strategy:synthesis of a benzimidazole library [J]. Tetrahedron Lett.,1999,40:2665-2668.
[54] Wu C.-H., Sun C.-M. Parallel synthesis of amino bis-benzimidazoles by multistep microwave irradiation [J]. Terahedron Lett.,2006,47:2601-2604.
[55] Bendale P.M., Sun C.-M. Rapid microwave-assisted liquid-phase combinatorial synthesis of 2-(arylamino)benzimidazoles[J]. J.Comb.Chem.,2002,4:359-361.
[56] Varma R.S. Solvent-free synthesis of heterocyclic compounds using microwaves[J]. J.Heterocycl.Chem.,1999,36:1565-1571.
[57] Yeh C.M., Sun C.M. Liquid-Phase Synthesis of 2-(alkylthio) benzimidazoles [J]. Tetrahedron Letters.,1999,40:7247-7250.
[58] Chen C., Chen Y.J. Liquid-phase synthesis of 2-substituted benzimidazoles, benzoxazoles and benzothiazoles[J]. Tetrahedorn Lett.,2004,45(1):113-115.
[59] Raju B., Nguyen N., Holland G.W. Solution-phase parallel synthesis of substituted benzimidazoles[J]. J.Comb.Chem.,2002,4:320-328.
[60] Li L., Liu G., Wang Z.-G., etal. Multistep Parallel Synthesis of Substituted 5-Aminobenzimidazoles in Solution Phase[J] J.Comb.Chem.,2004,6(5):811-821.
[61] Pravin M.Bendale, Chung-Ming Sun. Rapid Microwave-Assisted Liquid-Phase Combinatorial Synthesis of 2 -(Arylamino)benzimidazoles [J]. Journal of Combinatorial Chemistry,2002,4:359-361.
[62]金钦汉,戴树珊,黄卡玛.微波化学[M].北京:科学出版社,1999: 4.
[63] Gedye R., Smith F., Westaway K., etal. The use of microwave oens for rapid organic synthesis[J]. Tetrahedron Letters,1986,27:279-282.
[64]江洪,马敬忠,陈长水.微波辐射快速合成2-(2′-羟苯基)-5(6)取代苯并咪唑衍生物[J].化学研究与应用,2002,14:477.
[65] Raid J. Abdel-Jalil.,Wolfgang Voelter. etal. Microwave-assisted synthesis of 1-aryl-3-acetyl- 1,4,5,6- tetrahydrobenzimidazo[1,2-d][1,2,4]triazine: first example of a novel ring system[J]. Tetrahedron Letters,2005,46:1725-1726.
[66]路军,葛红光,白银娟.无溶剂微波照射下2-取代苯并咪唑的合成[J].有机化学,2002,22(10):782-784.
[67]肖小明,王妓亮,周燕霞,等.微波辐射下2,6-二(苯并咪唑-2′)吡啶的合成[J].湖南师范大学自然科学学报,2005,28(1):44-47.
[68]宋林青,谭干祖,徐贤伦.微波辐射下双(2-苯并咪唑)烷烃的合成[J].合成化学,2001,9(2):175-176.
[69] Boufatah,N., Gellis,A., Maldonado,J., etal. Eficient micorwave-assisted of new sulfonylbenzimidazole-4,7-diones:heterocyclic quinones with potential antitumor activity[J]. Tetrahedron,2004,60(11):9131-9137.
[70] Lin S., Isome Y., Stewart E., etal. Microwave-assisted one step high-thorughput synthesis of benzimidazoles[J].Tetrahedorn Lett.,2006,47(17):2883-2886.
[71]彭游,陈智勇,刘燕等.人工沸石:一种微波干法合成2-芳基取代苯并眯唑衍生物的高效催化剂[J].四川大学学报,2005,42(5):1054-1056.
[72] Didier Villemin, Mohamed Hammadi, Benoit Martin. Clay Catalysis:Condensation of Orthoesters with o-substituted Aminoaromatics into Heterocycles[J]. Synthesis Communications,1996,26(15): 2895-2899.
[73] David S., Van Vliet, a. Paul Gillespieb and Jan J.Scicinski. Tetrahedron Lett. 2005,46,6741.
[74]孙亚伟,段桂运,刘俊芝等.微波作用下合成双(苯并咪唑-2-基)甲烷衍生物[J].有机化学,2006,26(07):942-945.
[75] D.S.V.Vliet, P.Gillespie, J.J.Scicinski. Rapid one-pot preparation of 2-substituted benzimidazoles from 2-nitroanilines using microwave conditions[J]. Tetrahedron Lett.,2005,46:6741-6743.
[76]陈万义,赵忠华,薛振祥等.农药生产与合成[M].化学工业出版社,2000:349.
[77]刘长令.近几年开发的国外农药新品种(8)[J].农药,2000,39(2):45-46.
[78] Koenraadt H., S.Somerville, A.L Jones Characterization of mutations in the beta-tubulin gene of benomyl-resistant field strains of Venturia inaequalis and other plant pathogenic fungi[J]. Phytopathology,1992,82:1348-1354.
[79]王敏,张一宾.具咪唑基杀菌剂的研究开发进展[J].现代农药,2003,2(1):36-38.
[80] Kwasi A.O., Van N.N. 2-Substituted Phenyl-benzimidazole Antibacterial Agents[P]. US,5942532. 1999-11-3.
[81] Oren I., Temiz O., Yalcin I., etal. Synthesis and Antimicrobial Activity of Some Novel 2,5- and/or 6-Substituted Benzoxazole and Benzimidazole Derivatives[J]. Eur.J.Pharm.Sci.,1999,7:153-160.
[82]宋琳,谢毓元,王惠贞.苯并咪唑Schiff碱的合成及其杀菌活性[J].中国药物化学杂志,2000,10(2):92-93.
[83]柴田卓,河合清,牧原丈千等.嘧啶基苯并咪唑和三嗪基苯并咪唑衍生物及农业/园艺杀菌剂[P]. CN,1337-768. 2002-01-30.
[84] YUN H., BAO G.W., JUN Y., etal. 2-Piperidin-4-yl-benzimidazoles with Broad Spectrum Antibacterial Activities [J]. Bioorg.Med.Chem.Lett.,2003,13:3253-3256.
[85]王陆瑶,田敏,陈邦等.环戊甲基苯并咪唑衍生物的合成、表征及抑菌活性[J].应用化学,2005, 22(10):1087-1091.
[86]王陆瑶,李小娟,陈邦等.苯并咪唑衍生物的合成、表征及其杀菌活性[J].应用化学,2005,22(6): 586-589.
[87]王陆瑶,高勇,杨秉勤等.硝基苯并咪唑衍生物的合成、表征及抑菌活性的测定[J].高等学校化学学报,2005,26(6):224l-2246.
[88]郭应臣,卓立宏,乔占平.离子化合物{[2-(3'-Pyridy1)benzimidazole H2]2+·[SbCl4]-·CI-}4的水热合成、晶体结构及抑菌活性[J].无机化学学报, 2006,1(1):134-138.
[89] Bobba V.S.K., Sanjay D.V., Ramanatham V.K., etal. Synthesis and Anti-bacterial Activity of Some Novel 2-(6-Fluorochroman-2-yl)-1-alkyl/acyl/aroyl-1H-benzimidazoles [J]. Eur.Med. Chem.,2006,41: 599-604.
[90] Madkour H.M.F., Farag A.A., Ramses S.S., etal. Synthesis and Fungicidal Activity of New Imidazoles from 2-(Choloromethyl)-1H-benzimidazole[J]. Phosphorus, Sulfur and Silicon,2006,181:255-265.
[91] Güven O.O., Erdo?an T., G?ker H., etal. Synthesis and Antimicrobial Activity of Some Novel Phenyl and Benzimidazole Substituted Benzyl Ethers[J]. Bioorg.Med.Chem.Lett.,2007,17:2233-2236.
[92] Güven O.O, Erdo?an T., G?ker H., etal. Synthesis and Antimicrobial Activity of Some Novel Furyl and Benzimidazole Substituted Benzyl Ethers[J]. J.Heterocyclic Chem.,2007,44:731-734.
[93]沙家骏,张敏恒,姜雅君.外国新农药品种手册[M].化学工业出版社,1992.
[94] L.Bentancor, J.A.Trelles,M.Nóbile, E.S.Lewkowicz, A.M.Iribarren. Benzimidazole as deazapurine analogue for microbial transglycosylation [J]. J.Mol.Catal.,2004,29:3-7.
[95] Sun X.Y., He P.G., Liu S.H. Immobilization of single-stranded deoxyribonucleic acid on gold electrode with self-assembled aminoethanethiol monolayer for DNA electrochemical sengon applications[J]. Talanta.,1998,47:487-495.
[96]邹坚,陈鸿珊.抗HCV药物研究进展[J].中国药学杂志,2004,39(6):403-408.
[97]李学爱,孙秀敏,尹希广.左旋味唑涂布剂涂肤驱除少儿娩虫的效果[J].中国寄生虫病防治杂志1994,7:178-181.
[98]于静,张昊.干扰素、左旋味唑涂布剂联合治疗乙型肝炎[J].实用儿科临床杂志,2002,17(4):353-354.
[99]翟筱,高佩琳,邵建新等.干扰素加左旋咪唑涂布剂治疗丙型肝炎78例[J].山东医药,2001, 41(19):66.
[100]陈凯,张宇,薛丹.左旋咪唑涂布剂治疗带状疙疹72例疗效观察[J].中国航天医药杂志,2004,6(3): 51.
[101]邵国辉.左旋咪唑涂布剂治疗扁平VE60例疗效观察[J].中国皮肤性病学杂志,2001,15(6):434.
[102]孙凌听,刘兴国,赵艳梅等.左旋咪唑涂布剂辅治小儿反复呼吸道感染及哮喘67例临床分析[J].临床儿科杂志,2004,22(4):263.
[103]杨劲松,王立,罗愈等.抗组胺新药富马酸依美斯汀的合成[J].中国药物化学杂志,2003,13(2):104-105.
[104]杨鲁勒,阎世平,白令君等.苯并咪唑双铜配合物合成表征和生物活性[J].化学研究与应用,1995,1(7):28-32.
[105] Camden,J.B. Thin-film transistor and manufacturing method for improved contact hole[P] US 6,265,247. 2001.
[106] Migawa M.T., Gimrdet J.L.,Walker J.A.,etal. Design,synthesis,and antiviral activity of alpha-nucleosides:D-and L-isomers of lyxofiuanosyl-and (5-deoxylyxofuranosyl) benzimidazoles [J]. J.Med.Chem.,1998,41(8):1242-125.
[107] Porcari A.R., Devivar R.V., Kucera L.S., etal. Townsend L.B.. Design,Synthesis,and Antiviral Evaluations of 1-(Substituted benzyl)-2-substituted -5,6-dichloorbenzimidazoles as Nonnucleoside Analoguesof 2,5,6-Trichloro-1-(b-D-ribofuranosyl) benzimidazol[J]. J.Med.Chem.,1998,41(8):1252- 1962.
[108] Camden,J.B. US 6 ,245,789. 2001(CA:135 41004d).
[109]黄筱玲,尹传奇,董新荣等.植物病毒病化学防治剂的探寻-1,5-氟(硝基)苯并咪唑基苯氧乙酸衍生物的合成及抗植物病毒活性[J].武汉大学学报,1995,41(2):142-148.
[110]陈洪,黄思庆,符史良等.含氟、硝基苯并咪唑衍生物的合成及抗病毒活性[J].农药;2004,43(12):549-551.
[111]侯士聪,王敏,周志强等.苯并咪唑衍生物对映体的高效液相色谱手性分离[J].农药学学报,2002, 4(4):71-74.
[112] Barbara A., Schweitzer E.T. Aromatic nonpolar nucleosides as hydroPhobic isosteres of pirymidine and purine nucleoside [J]. J.Org.Chem.,1994,59:7238-7242.
[113]尹传奇.植物病毒化学防治剂的探寻[J].武汉大学学报.1995,41(2):142-148.
[114]方学平,梅兴国.呼吸道合胞病毒化学治疗药物的研究进展[J].国外医学.药学分册, 2005,32(2):115-119.
[115] Andries K., Moeremans M., Gevers T., etal. Substituted benzimidazoles with nanomolar activity against respiratory syncytial virus [J]. Antiviral Res.2003,60(3):209-219.
[116] Tmur G., Andre F., Teulon J-M. etal. Cardiotomic agents Sythesis and cardiovascular Porperties of novel 2-arylbenzimidaozles and azabenzimidaozle [J]. J.Med.Chem.,1992,35:4455- 4463.
[117] Matsuno K., Ichimura M., Nomoto Y. Preparation of nitrogenous heterocyclic compounds inhibiting phosphorylation of platelet-derived growth factors(PDGF) receptors [p]. WO:9814431,1997,10-01.
[118] [苏联]B.M.别列卓夫斯基,维生素化学[M].中国工业出版社,1965,547.
[119]李美佳,李淑珍,庄湘莲等.苯并咪唑类化合物的合成及增敏辐射作用[J].药学学报,1992,27(9):662-666.
[120] Gupta.R.P., Potential radiosensiting agent [J]. J.Med.Chem.,1982,25:1342-1346.
[121] Wright J. Evaluation of nitrobenzimidazoles as hypoxic cell radiosensitiver [J]. RahatRes.,1983,95:187.
[122] R.Trivedi, S.K.De, R.A.Gibbs. A convenient one-pot synthesis of 2-substituted benzimidazoles [J]. J.Mol.Catal.,2006,245:8-11.
[123] M.Liu, A.Kira, H.Nakahara, etal. Complex formation between monolayers of long-chain imidazole and benzimidazole derivatives and transition metalions [J]. Thin Solid Films,1997,295:250-254.
[124]苗志伟,周卫红,刘小兰等.超氧化物歧化酶模型化合物的合成,表征和活性测定[J].有机化学,1999,19:537-541.
[125] Q.Zhou, P.Yang. Crystal structure and DNA-binding studies of a new Cu(II) complex involving benzimidazole [J]. Inorg.Chim.Acta,2006,359:1200-1206.
[126] Liu C.L., Yu S.W., Li D.F., etal. DNA hydrolytic cleavage by the diiron(III) complex Fe2(DTPB)(μ-O) (μ-Ac)Cl(BF4)2: comparison with other binuclear transition metal complexes. Inorg.Chem.,2002,41:913-922.
[127]周晓湘,刘建平.酸洗缓蚀剂的应用研究现状及发展趋势[J].工业水处理,2002,22(1):16-19.
[128]温玉麟.药物与化学物质毒性数据[M].天津科学技术出版社,1989,55-56.
[129]沈建,余鼎声,庞正智.苯并咪唑类化合物作为碳钢缓蚀剂的研究[J].北京化工大学学报,2005, 32(4):110-112.
[130]史志龙,庞正智.新型铜酸洗缓蚀剂烷基苯并咪唑的研究[J].北京化工大学学报,2002,29(2):52-54.
[131]王清华,胡泽祥,娄方等.苯并咪唑的衍生物对润滑油抗磨及抗腐性能的影响[J].润滑与密封,2001,26:22-28.
[132] Kannan R., Lakshiminarayanan V.,Rajagopalan S.R.. Studies on the use of graphite-paste electrodes in evaluating the utility of corrosion inhibitors [J]. Bulletin of electrochemistry,1996,12(12):40-44.
[133]王继刚,郭全贵,刘朗.炭材料的高温粘结剂(Ⅱ)[J].兵器材料科学与工程; 2003,26(5):68-72.
[134]陆伟峰.聚苯并咪唑树脂的合成及其应用[J].绝缘材料通讯,2000,5:5-9.
[135]宋鸿磁.聚苯并咪唑修饰电极的性能和应用[J].化学学报,1993,51:1077-1081.
[136] Huang W.S., Liu J.T., Chien C.H., etal. Highly Phosphorescent bis-cyclometalated iridium complexes containing benzimidazole-based ligands [J]. Chem. Mater.,2004,16:2480-2488.
[137] Duan C.M. , Han P.Y. , Hu Q.C. , etal. Synthesis and Application of sodium (silver)-S-(2-benzimidazolely)-N,N’-di(arylsulfongl)-sulfodimidiate [J]. Chemical Research and Application A,1993,5(4):78-82.
[138]段彩明,韩萍扬. N, N'-二(对甲苯磺酞)亚磺酰胺-S-(2-苯并咪唑基)钠在照相乳剂中的超增感应用[J].感光材料,1996,6:19 -22.
[139]浦鸿汀,刘改花.磷酸掺杂新型聚苯并咪唑的质子导电性能的研究[J].功能材料,2005,36 (2):217-202.
[140]沈永嘉.苯并咪唑酮颜料及其应用[J].化工科技市场,2001,4:6-11.
[141]卢艳华,庞正智,王磊等.新型环氧树脂固化剂2-烷基苯并咪唑的研究[J].热固性树脂,2003, 18(6):1-3,9.
[142]赵建喜,王艾戎.咪唑衍生物及其应用[J].绝缘材料,2002,5:36-39.
[143]王睦铿. Celanese PBI聚合物的进展[J].材料导报,1992,6:47-53.
[144]汗烈焰,李淑琏. 2-(4′-噻唑基)苯并咪唑的合成[J].广洲化工.1992.20(3):57-62.
[145] Desai S.B.,Desai K.R. Synthesis of some Schiff base thiozolidinones and azetidinones from2,6-di-aminobozol [l,2d:-4,5-d′] bisthiazole and their anticancer activities [J]. Herercycle Commum, 2001,7(1):83-90.
[146]毕思玮,刘树祥.氨基酸水杨醛席夫碱与铜(Ⅱ)配合物的合成及其抗菌活性和稳定性、结构间的关系[J].无机化学学报,1996,12(4):423-425.
[147]王光斌.邻香草醛与甘氨酸schiff碱的锌配合物(Ⅱ)的合成及其抑菌作用的研究[J].山东医药工业,1993,12(1):12-14.
[148]焉翠蔚,李延团,廖代正等. Cu(Ⅱ)-Ln(Ⅲ)双核配合物的合成、磁性和抗菌活性[J].应用化学,1995,12(5):37-38.
[149]常光萍,田江红.第三届全国配位化学会议论文摘要集[C]. 1997,B:103
[150]张建民,李瑞芳,刘树祥.过渡金属配合物的稳定性及其杀菌活性[J].无机化学学报,1999,15(4):493-496.
[151]唐婷,龚枉秋.几个新的席夫碱合铜配合物的合成及性质研究[J].无机化学学报,2001,17(5):745-750.
[152]马玉翔,范玉华,王党生等.几种新型Schiff碱及其配合物的抑菌活性研究[J].济南大学学报,2003,17(3):292-294.
[153]郭应臣,陈欣,卓立宏.水杨酰肼Schiff碱的合成、表征及抑菌活性[J].化学应用与研究,2004,16(4):580-582.
[154]沙靖全,李敬芬,闰红.木犀草素缩苯胺席夫碱配合物的合成及抑菌活性[J].黑龙江医药科学,2004,27(6):11-12.
[155]高书燕,张秀英,雷雪峰等.水杨醛缩5-氨基水杨酸Schiff碱及其稀土配合物合成、表征和抑菌活性[J].应用化学,2006,23(1):74-78.
[156] Nyarku B.K., Mavuso E. Preparation,characterization and biological evaluation of a chromium(Ⅲ) Schiff bases complex derived form O-nitrobenzaldehyde and P-aminophnol.[J]. South African of Chem.,1998,51(4):168-172.
[157] Baseer M.A., Jadhav V.D., Phule R.M. Synthesis and antibacterial activity of some new Schiff bases[J]. Oriental Journal of Chemistry,2000,16(3):553-556.
[158] Nursen Sari, Perihan Gurkanü. Synthesis,Potentiometric and antimicrobial activity studies on 2-pyridinilidene-D,L-amino acids and their complexes [J]. Transition Metal Chemistry., 2003,28:468-474.
[159] Hirota S., Kosugi E., Marzilli L.G. etal. Inorg.Chim.Acta.1998,90:275-276.
[160] Hitesh M. Parekh, Saurabh R. Mehta and M.N. Patel., Synthesis, Structural Characerization,and Antifungal Activity of Schiff Base and Their Transition Meal Mixed-Ligand Complexes [J]. Russian Journal of Inorganic Chemistry, 2006,51(1):61-72.
[161] Mazundar A.K.D., Saha N.K., Kumor K., etal., Synthesis of some thiazole Schiff’s bases [J]. Indian Chem.Soc.,1979,56:999-1001.
[162] Ye Y., Hu J., He L., etal. Raman spectroscopy studies on Schiff base derived from 2-chlorobenzaldehyde and aklnjne and its complexes of 3d-translationmetals act on DNA [J]. Vib. Spectr.,1999,20(1):1-4.
[163]杨正根,艾军,王流芳.席夫碱稀土三元配合物的合成、表征及抗肿瘤活性研究[J].兰州大学学报,1993,29(4):162-166.
[164]杨正银,王流芳,吴集贵等. 3d过渡金属的2-羰基丙酸(4-吡啶甲酰基)腙配合物的合成、表征及导电性质研究[J].化学学报,1993,51(2):184-190.
[165]魏丹毅,李冬成,姚克敏.稀土元素与b-丙氨酸席夫碱双核配合物的合成、表征及催化活性[J].无机化学学报,1998,14(2):209-214.
[166]毕思玮,高恩庆,田君廉. N-亚水杨基氨基酸3d金属配合物的合成、表征和抑菌活性[J].应用化学,1995,12(6):13-16.
[167]王长凤,杨光明,徐静颖等.对称三唑Schiff碱与铜的配合物合成及性能[J].应用化学,1997,14(3):29-32.
[168]杨名辉,李新生.新型含吡啶环大环席夫碱与铬离子配合物的合成及其生物活性[J].化学试剂,2002,24(5):266-267.
[169] Shreelekha Adsule, Vivek Barve, Di Chen., etal. Novel Schiff Base Copper Complexes of Quinoline-2 Carboxaldehyde as Proteasome Inhibitors in Human Prostate Cancer Cells[J]. J.Med.Chem.,2006,49:7242-7246.
[170] Nicolás A. Rey,Ademir Neves, Adailton J.Bortoluzzi. Catalytic promiscuity in biomimetic systems Catecholase-like activity, phosphatase-like activity, and hydrolytic DNA cleavage promoted by a new dicopper(II) hydroxo-bridged complex[J]. Inorg.Chem.,2007,46:348-350.
[171] Nakanmoto K., Nomaka Y., Lshiguro T., etal. Resonance Raman and infrared spectra of molecular oxygen adducts of N,N'-ethylenebis(2,2-diacetylethylideneaminato)cobalt(II)[J]. J.Am.Chem.Soc., 1982,104(12): 3386-3391.
[172] Dian Chen, Arthur E. Martell, Yizhen Sun. New synthetic cobalt Schiff base complexes as oxygen carriers [J]. Inorg.Chem.,1989,28(13):2647-2653.
[173]陈德余,江银枝.过渡金属与卜丙氨酸席夫碱配合物的合成及抗O2-性能[J].应用化学,1997,14(3):5-8.
[174]易国斌,陈德余,崔英德.天冬酰胺缩2,4-二羟基苯甲醛Schiff碱及其稀土配合物的合成与抗O-2的研究[J].化学研究与应用,2001,13(2):145-148.
[175] Zhu,H.L., Zheng,L.M., Fu,D.G., etal. The Synthesis, Structure and SOD-like Behaviors of a m-imidazolatodicopper(II) Complex with a Binucleating Hexaazamacrocycle [J]. J.Inorg.Biochem., 1998,70:211-218.
[176]陈德余,张义建,张平.甲硫氨酸席夫碱铜、锌、钴配合物合成及抗O·-2的性能[J].应用化学,2000,17(6):607-610.
[177]何秀英,严振寰,吴自慎.甲氧墓苯甲醛苯氨酸席夫碱配合物的合成、表征及对超氧阴离子自由基的作用[J].华中师范大学学报,1995,29(4):459-463.
[178]陈德余,封子先.某些过渡金属氨基酸席夫碱配合物的合成、表征及其对O2-的清除作用[J].浙江大学学报,1996,30(5):497-503.
[179]祝心德,党元林,王成刚等. 2,4-二羟基苯甲醛缩硫脲及其配合物的合成与生物活性研究[J].无机化学学报,1997,12(1):68-69.
[180]鲁桂,姚克敏,张肇英.斓系与直链系-组氨酸Schiff碱配合物合成、波谱与生物活性[J].应用化学,2001,18(1):1-4.
[181]王建华,雷文,王远亮.噻二唑类席夫碱配合物的合成及其抗超氧阴离子活性[J].重庆大学学报,2002,25(7):60-62.
[182] Jamesp C. Thoreitol-strapped manganese porphyrins as enantioselecctive epoxidation catalysis of unfunetionalized olefins[J]. J.Am.Chem.Soc.,1995,117:692-703.
[183] E.N. Jacobsen, Zhanga Wei, A.R.Muci. Highly enantioselective epoxidation catalysts derived from 1,2-diam inocyclo-hexane [J]. J.Am.Chem.Soc.,1991,113:7063-7064.
[184] Reger T.S., Janda K.D., Polymer-Supported (Salen)Mn Catalysts for Asymmetric Epoxidation: a Comparison between Soluble and Insoluble Matrices. [J].J.Am.Chem.Soc.,2000,122:6929-6934.
[185] Kim G.J.,Kim S.H. Immobilization of new Mn(salen) complex over MCM-41 and its activity in asymmetric epoxidation of styrene [J]. Catalysis Letters,1999,57(3):139-141.
[186]仇敏,刘国生,姚小泉等.手性铜(Ⅱ)-席夫碱配合物催化苯乙烯不对称环丙烷化反应[J].催化学报,2001,22(1):77-80.
[187] Susanne Striegler,Moses G.Giehinga, Michael Dittel. Macromolecular salen catalyst with largely enhanced catalytic activity[J]. Organic Letters. 2008,10(2):241-244.
[188]韩建萍,赵继全,张月成.丙氨酸席夫碱锰配合物对环己烯催化环氧化性能的研究[J].河北工业大学学报,2004,33(4):80-83.
[189]李晓东,申国瑞,邵东旭.水杨醛户丙氨酸希夫碱复合双金属配合物催化分子氧氧化环己烯的性能研究[J].西北师范大学学报,2006,42(2):80-84.
[190]袁淑军,蔡春,吕春绪.双亲性席夫碱铜(Ⅱ)配合物的合成及苯甲醇的催化氧化[J].应用化学,2003,20(3):278-280.
[191] Hui jin liu,Xue zhong Du,Yan li. J.Phys.Chem.C.2007.111,17025.
[192]王荣民,潘素娟,邵东旭等.水杨醛缩氨基酸希夫碱异双核配合物催化氧化烯烃性能的研究[J].西北师范大学学报,2004,40(3):51-52.
[193] A. Martinez, C. Hemmert, C. Loup, eyal. Synthesis of new macrocyclic chiral manganese(III) Schiff bases as catalysts for asymmetric epoxidation[J]. J.Org.Chem.,2006,71:1449-1457.
[194] Botteghi G., Schionato A., Salvadori P. Michael addition promoted by bis-bidentate nickel(Ⅱ) Schiff base complexes derived from aromatic 2-hydrooxy aldehydes,[J].Journal of Molecular Catalysis, 1990,63:155-165.
[195]孟庆金,步修仁,孙守恒.双Schiff碱N,N-二(2-羟基卞烯)芳甲基二胺与Cu(Ⅱ)、Ni(Ⅱ)、Vo(Ⅱ)的作用研究[J].无机化学学报,1990,6(2):124-126.
[196]李钟辉,秦圣英.冠醚化双Schiff碱钴(Ⅱ)络合物对异丙苯催化氧化行为研究[J].化学研究与应用,1992,4(4):93-96.
[197] Stefan F., Anton R. Cobalt Schiff base complexes-catalyzed oxidation of anilines with tert-butyl hydroperxide[J]. J.Org.Chem.,1996,61:3320-3326.
[198] Ahmed H.Osman. Synthesis and characterization of cobalt(Ⅱ) and nickel(Ⅱ) complexes of some Schiff base derived from 3-hydrazino-6-methyl-[1,2,4]-triazin-5(4H)one [J]. Transition Metal Chemistry,2006,31:35-41.
[199] Zhihua Chen,Hiroyuki Morimoto,Shigeki Matsunaga. A Bench-Stable Homodinuclear Ni2?Schiff Base Complex for Catalytic Asymmetric Synthesis ofα-Tetrasubstituted anti-α,β-Diamino Acid Surrogates[J]. J.Am.Chem.Soc.,2008,130(7):2170-2171.
[200]王慧芹,杨志斌. 2,4-二羟基苯甲醛异烟酰腙的合成及其与铝的荧光反应[J].分析化学,1996,24(5):587-590.
[201]杨昌晖,杨志斌.新西佛碱3,5-二溴水杨醛缩氨基硫脲的的合成及其在荧光滴定中的应用[J].分析试验室,1994,13(4):9-11.
[202]杨志斌,叶青华.赖氨酸与3,5-二溴水杨醛的缩合反应及其应用[J].南昌大学学报,1996,20(2):180-183.
[203]李锦州,安郁美,于文锦等.新席夫碱萃取剂(HPMaFP)-2EN的合成及其在反相纸色谱中的研究[J].化学试剂,1996,18(6):327-329.
[204]刘建宁,张兵,忤博万.双席夫碱双(-2,4-二羟基苯乙酮)缩肼的合成及其与铜的荧光猝灭反应[J].分析测试学报,2003,22(6):41-43.
[205]梁卓文,孟建新.双水杨醛草酰二腙的合成及其用于检测锌的研究[J].光谱学与光谱分析,2006,26(6):1145-1147.
[206]李志良,陈建华,章开诚等. Schiff碱非铂抗癌络合物初步筛选的荧光法研究[J].中国科学(B辑)1991,11:1193-1196.
[207]叶勇,胡继明,曾云鹦. N-β-萘酚醛-D-氨基葡萄糖席夫碱金属配合物与DNA作用的谱学研究[J].无机化学学报,2000,16(6):951-958.
[208]廖见培,刘国东,黄杉生.水溶性金属席夫碱与DNA相互作用的荧光光谱[J].分析测试学报,2001,20(3):5-8.
[209] Shrivastava H.Y., Nair B.U.. A fluorescence-based assay for nanogram-quantification of proteins using a protein binding ligand [J].Anal.Bioanal.Chem.,2003,375:169-174.
[210]毕思玮,余海滨.一个含有端基双键的席夫碱型液晶化合物的合成与表征[J].曲阜师范大学学报,1999,25(1):93-95.
[211]任红霞,雷自强,张海涛等.π-共轭希夫碱聚合物的合成及其荧光性能[J].西北师范大学学报,2000,36(3):36-38.
[212]颜力楷,苏忠民.水杨醛缩乙二胺双席夫碱及其Ni(Ⅱ)配合物的电子结构和非线性光学性质的INDO/Cl研究[J].高等学校化学学报,2006,27(4):711-715.
[213] Avidon V.V., Shchukina M.N. Synthesis of some substituted imidaz[5,1-b]benzothiazoles[J]. Khim.Geterotsikl. Soed. Akad. Nauk. Latv. SSR 1965,3:349-353.
[214]林明丽,崔秀兰,韩利民等.双苯并咪唑2-甲基酮缩二胺类Schiff碱的合成与研究[J].内蒙古工业大学学报,2003,22(1):27-30.
[215]林明丽,刘醒民,崔秀兰等.稀土与苯并咪唑甲基酮缩二乙三胺Schiff碱配合物的合成、表征及生物活性[J].稀土,2004,25(6):38-40.
[216]王党辉. 2-乙酰基苯并咪唑缩甘氨酸Schiff碱稀土配合物的合成及性质研究[D].西北大学硕士学位论文,2005,5.
[217]李青翠. 2-乙酰基苯并咪唑缩丙氨酸Schiff碱稀土配合物的合成及性质研究[D].西北大学硕士学位论文,2006,5.
[218]陈冬梅. 2-乙酰基苯并咪唑缩牛磺酸Schiff碱稀土配合物的合成、表征及性质研究[D].西北大学硕士学位论文,2007,4.
[219] Pilar Souza, JoséA.García-Vázquez, JoséR.Masaguer. Complexes of Divalent Nickel and Copper with the Schiff Base Derived from 2-(2-Aminophenyl)benzimidazole and Benzaldehyde [J]. Transition Met.Chem. 1984,9:322-325.
[220] G.G.Mohamed Salisaldehyde-2-aminobenzimidazole Schiff base complexes of Fe(III),Co(II),Ni(II),Cu(II),Zn(II) and Cd(II) [J]. Journal of Thermal Analysis and Calorimetry, 2003,73:347-359.
[221] P.Amudha, P.Akilan, M.Kandaswamy. Synthesis,spectral,electrochemical and magnetic properties of new phenoxo-bridged dicopper(II) complexes derived from unsymmetrical binucleating ligands withimino and amino side arms [J]. Polyhedron.,1999,18:1355-1362.
[222] Pramatha Payra, Shao-Ching Hung, etal. Structural, Magnetic and Catalytic Properties of a Self-Recognizedμ-Oxo-BridgedDiiron(III) Bis(benzimidazole) Complex[J]. Inorg. Chem.,2001,40: 4036-4039.
[223] M.Pascaly, M.Duda, F.Schweppe, etal. The systematic in?uence of tripodal ligands on the catechol cleaving activity of iron(III) containing model compounds for catechol 1,2-dioxygenases [J]. J.Chem.Soc.,Dalton Trans.,2001,828-837.
[224] W.O.Pool, H.J.Harwood, A.W.Ralston. 2-Alkylbenzimidazoles as Derivatives for the Identification of Aliphatic Acids[J]. J.Am.Chem.Soc.,1937,59(1):178-179.
[225] D.G.Bapat, M.V.Shirsat. Chemotherapy of bacterial infections:Part XV-Synthesis of some new 2-alkyl-,2-aryl-& 2-pyridyl-5(6)-aminobenzimidazoles[J]. Indian J.Chem.,1965,3:81-83.
[226] D.W.Slocum, W.Achermann. The Preparation of Several N-Substituted and N,N-Disubstituted Ferrocenesulfonamides[J]. Sth.React.Inorg.Met-Org.Chem.1982,12:397- 405.
[227]周德庆.微生物学教程[M].高等教育出版社,1992,199.
[228]沈萍,范秀荣,李广武.微生物学实验[M].高等教育出版社,1999,69.
