Chem. J. Chinese Universities ›› 2010, Vol. 31 ›› Issue (6): 1162.

• Articles • Previous Articles     Next Articles

Synthesis and Biological Activities of Organotin 2-[(1,2,4-Triazol-1-yl)methylthio]benzoates

ZHANG Xiao-Yan, YANG Guang, ZHANG Jun, ZENG Guang-Tong, TANG Liang-Fu*   

  1. Department of Chemistry, State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China
  • Received:2009-08-04 Online:2010-06-10 Published:2010-06-10
  • Contact: TANG Liang-Fu. E-mail: lftang@nankai.edu.cn
  • Supported by:

    国家自然科学基金(批准号: 20721062)资助.

Abstract:

Triazole and its derivatives have attracted broad attention owing to their good coordination ability as well as extensive biological activities. In this paper, a new carboxylic acid with triazole moiety, namely 2-[(1,2,4-triazol-1-yl)methylthio]benzoic acid, was synthesized by the reaction of thiosalicylic acid with 1-chloromethyl-1,2,4-triazole-HCl. Five organotin 2-[(1,2,4-triazol-1-yl)methylthio]benzoates were obtained upon treatment this acid with (R3Sn)2O(R=Et, n-Bu, Ph), Cy3SnOH(Cy=cyclohexyl) and Et2SnO. The molecular structure of tri(n-butyl)tin 2-[(1,2,4-triazol-1-yl)methylthio]benzoate determined by X-ray crystallography showed that the tin atom was a five-coordinate distorted trigonal bipyramidal geometry with the exodentate nitrogen atom on 4-position of triazole ring and carboxyl oxygen atom occupying the apical position. Moreover, this complex formed a linkage coordination polymer through the intermolecular Sn…N interactions. All these complexes displayed good antifungal activities in vitro against Alternaria solani, Cercospora arachidicola, Gibberella zeae, Physalospora piricola and Botrytis cinerea.

Key words: Organotin carboxylate; 1,2,4-Triazole; Crystal structure; Fungicidal activity

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