Syntheses, characterization and antifungal activity of novel dimethylbis(N-R-sulfonyldithiocarbimato)stannate(IV) complexes

被引:10
作者
Bomfim Filho, Lucius F. O. [1 ]
Oliveira, Marcelo R. L. [1 ]
Miranda, Liany D. L. [1 ]
Vidigal, Antonio E. C. [1 ]
Guilardi, Silvana [2 ]
Souza, Rafael A. C. [2 ]
Ellena, Javier [3 ]
Ardisson, Jose D. [4 ]
Zambolim, Laercio [5 ]
Rubinger, Mayura M. M. [1 ]
机构
[1] Univ Fed Vicosa, Dept Quim, BR-36570000 Vicosa, MG, Brazil
[2] Univ Fed Uberlandia, Inst Quim, BR-38408100 Uberlandia, MG, Brazil
[3] Univ Sao Paulo, Inst Fis Sao Carlos, BR-13566590 Sao Carlos, SP, Brazil
[4] CDTN CNEN, Lab Fis Aplicada, Ctr Desenvolvimento Tecnol Nucl, BR-31270901 Belo Horizonte, MG, Brazil
[5] Univ Fed Vicosa, Dept Fitopatol, BR-36570000 Vicosa, MG, Brazil
关键词
Dithiocarbimates; Tin(IV) organometallic complexes; Structure determination; Antifungal activity; CRYSTAL-STRUCTURE; SPECTROSCOPIC CHARACTERIZATION; ORGANOTIN COMPLEXES; COORDINATION MODES; SULFONAMIDES; DERIVATIVES;
D O I
10.1016/j.molstruc.2016.08.084
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Four new complexes of the general formula: (Ph4P)(2)[Sn(CH3)(2)(RSO2N = CS2)(2)], where Ph4P = tetraphenylphosphonium cation and R = CH3, (1), CH3CH2 (2), C6H5 (3), 4-FC6H4 (4), were prepared by the reaction of the appropriate potassium N-R-sulfonyldithiocarbimates, K-2(RSO2N = CS2), and tetraphenyl-phosphonium chloride with dimethyltin dichloride. The compounds 1-4 were characterized by H-1, C-13 and Sn-119 NMR, Sn-119 Mossbauer, vibrational spectroscopy and by elemental analyses of C, H, N and Sn. The crystal structure of 1 was determined by X-ray diffraction techniques. The in vitro antifungal activity of the tin(IV) complexes were evaluated against the fungi Rhizoctonia solani and Botrytis cinerea by the Poisoned food test. The new compounds showed comparable activities to the fungicides manzate and ziram. (C) 2016 Elsevier B.V. All rights reserved.
引用
收藏
页码:60 / 67
页数:8
相关论文
共 32 条
[1]   TABLES OF BOND LENGTHS DETERMINED BY X-RAY AND NEUTRON-DIFFRACTION .1. BOND LENGTHS IN ORGANIC-COMPOUNDS [J].
ALLEN, FH ;
KENNARD, O ;
WATSON, DG ;
BRAMMER, L ;
ORPEN, AG ;
TAYLOR, R .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1987, (12) :S1-S19
[2]   SIR92 - a program for automatic solution of crystal structures by direct methods [J].
ALTOMARE, A ;
CASCARANO, G ;
GIACOVAZZO, G ;
GUAGLIARDI, A ;
BURLA, MC ;
POLIDORI, G ;
CAMALLI, M .
JOURNAL OF APPLIED CRYSTALLOGRAPHY, 1994, 27 :435-435
[3]   Syntheses, crystal structure, spectroscopic characterization and antifungal activity of new N-R-sulfonyldithiocarbimate metal complexes [J].
Alves, Leandro C. ;
Rubinger, Mayura M. M. ;
Lindemann, Renata H. ;
Perpetuo, Genivaldo J. ;
Janczak, Jan ;
Miranda, Liany D. L. ;
Zambolim, Laercio ;
Oliveira, Marcelo R. L. .
JOURNAL OF INORGANIC BIOCHEMISTRY, 2009, 103 (07) :1045-1053
[4]   Syntheses, crystal structure and spectroscopic characterization of new platinum(II) dithiocarbimato complexes [J].
Amim, Raquel S. ;
Oliveira, Marcelo R. L. ;
Perpetuo, Genivaldo J. ;
Janczak, Jan ;
Miranda, Liany D. L. ;
Rubinger, Mayura M. M. .
POLYHEDRON, 2008, 27 (07) :1891-1897
[5]   Syntheses, characterization, crystal structure and antifungal activity of four tetraphenylphosphonium bis(N-R-sulfonyldithiocarbimato)zincate(II) salts [J].
Amim, Raquel S. ;
Oliveira, Marcelo R. L. ;
Janczak, Jan ;
Rubinger, Mayura M. M. ;
Vieira, Ligia M. M. ;
Alves, Leandro C. ;
Zambolim, Laercio .
POLYHEDRON, 2011, 30 (05) :683-689
[6]   Botrytis cinerea virulence factors:: new insights into a necrotrophic and polyphageous pathogen [J].
Choquer, Mathias ;
Fournier, Elisabeth ;
Kunz, Caroline ;
Levis, Caroline ;
Pradier, Jean-Marc ;
Simon, Adeline ;
Viaud, Muriel .
FEMS MICROBIOLOGY LETTERS, 2007, 277 (01) :1-10
[7]   CRYSTAL STRUCTURE AND MOSSBAUER SPECTRUM OF DIMETHYLTIN DICHLORIDE [J].
DAVIES, AG ;
MILLEDGE, HJ ;
PUXLEY, DC ;
SMITH, PJ .
JOURNAL OF THE CHEMICAL SOCIETY A -INORGANIC PHYSICAL THEORETICAL, 1970, (17) :2862-&
[8]   Preparation, crystal structure and spectroscopic characterization of nickel(II) complexes with dithiocarbimate derivated of sulfonamides [J].
de Faria Franca, Eduardo ;
Oliveira, Marcelo R. L. ;
Guilardi, Silvana ;
de Andrade, Renato Pereira ;
Lindemann, Renata Hernandez ;
Amim, Jorge ;
Ellena, Javier ;
De Bellis, Vito M. ;
Rubinger, Mayura M. M. .
POLYHEDRON, 2006, 25 (10) :2119-2126
[9]   Syntheses, crystal structure, spectroscopic characterization and antifungal activity of novel dibutylbis(N-R-sulfonyldithiocarbimato)stannate(IV) complexes [J].
Dias, Leticia C. ;
Rubinger, Mayura M. M. ;
Barolli, Joao P. ;
Ardisson, Jose D. ;
Mendes, Isolda C. ;
de Lima, Geraldo M. ;
Zambolim, Laercio ;
Oliveira, Marcelo R. L. .
POLYHEDRON, 2012, 47 (01) :30-36
[10]   ENCODING AND DECODING HYDROGEN-BOND PATTERNS OF ORGANIC-COMPOUNDS [J].
ETTER, MC .
ACCOUNTS OF CHEMICAL RESEARCH, 1990, 23 (04) :120-126