Syntheses, crystal structure, spectroscopic characterization and antifungal activity of new N-R-sulfonyldithiocarbimate metal complexes

Syntheses, crystal structure, spectroscopic characterization and antifungal activity of new N-R-sulfonyldithiocarbimate metal complexes
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DOI:
10.1016/j.jinorgbio.2009.04.018
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发表时间:
2009-07-01
影响因子:
3.9
通讯作者:
Oliveira, Marcelo R. L.
Oliveira, Marcelo R. L.
中科院分区:
生物学2区
文献类型:
--
作者:
Alves, Leandro C.;Rubinger, Mayura M. M.;Oliveira, Marcelo R. L.

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本文报道了五个新化合物(Bu_4N)(2)[M(RSO 2N =CS2)(2)],其中Bu 4 N =四丁基铵阳离子,(M = Ni,R = 4-FC6H4)(1),(M = Zn,R = 4-FC 6 H 4,4-ClC 6 H 4,4-BrC 6 H 4,4-IC 6 H 4),分别为(2),(3),(4)和(5),通过适当的N-R-磺酰基二硫代氨基甲酸钾(RSO 2N = CS2 K2)与六水合氯化镍(II)或二水合乙酸锌(II)在甲醇:水1:1中反应获得。元素分析和IR数据与预期的双(二硫代碳酸根合)金属(II)络合物的形成一致。H-1和C-13 NMR谱显示了四丁基铵阳离子和二硫代氨基甲酸酯部分的信号。化合物1、2和5也用X-射线衍射技术进行了表征。镍(II)被两个N-4-氟苯基磺酰基二硫代甲酸(2-)配体配位,形成平面配位。在化合物2和5中,由于N-R-磺酰基二硫代氨基甲酸酯配体的两个硫原子的螯合作用,锌(II)呈现扭曲的四面体构型。化合物的抗真菌活性进行了测试,在体外对炭疽菌,一种重要的真菌,导致植物疾病称为炭疽病在果树。所有的配合物都是活性的。(C)2009 Elsevier Inc. All rights reserved.
Five new compounds with the general formula of(Bu4N)(2)[M(RSO2N=CS2)(2)], where Bu4N = tetrabutylammonium cation, (M = Ni, R = 4-FC6H4) (1), (M = Zn, R = 4-FC6H4, 4-ClC6H4, 4-BrC6H4, 4-IC6H4),(2),(3), (4) and (5), respectively, were obtained by the reaction of the appropriate potassium N-R-sulfonyldithiocarbimate (RSO2N=CS2K2) with nickel(II) chloride hexahydrate or zinc(II) acetate dihydrate in metanol:water 1:1. The elemental analyses and the IR data are consistent with the formation of the expected bis(dithiocarbimato)metal(II) complexes. The H-1 and C-13 NMR spectra showed the signals for the tetrabutylammonium cation and the dithiocarbimate moieties. The compounds 1, 2 and 5 were also characterized by X-ray diffraction techniques. The nickel(II) is coordinated by two N-4-fluorophenylsulphonyldithiocarbimato(2-) ligands forming a planar coordination. The zinc(II) exhibits distorted tetrahedral configuration in compounds 2 and 5 due to the chelation effect of two sulfur atoms of the N-R-sulfonyldithiocarbimate ligands. The antifungal activities of the compounds were tested in vitro against Colletotrichum gloeosporioides, an important fungus that causes the plant disease known as anthracnose in fruit trees. All the complexes were active. (C) 2009 Elsevier Inc. All rights reserved.