Premium
Fungicidal and spectral studies of some triphenyltin compounds
Author(s) -
Eng George,
Whalen Deborah,
Musingarimi Primrose,
Tierney John,
DeRosa Michael
Publication year - 1998
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/(sici)1099-0739(199801)12:1<25::aid-aoc650>3.0.co;2-k
Subject(s) - chemistry , adduct , furan , pyrazoline , ligand (biochemistry) , stereochemistry , carboxylic acid , chloride , medicinal chemistry , organic chemistry , biochemistry , receptor
In the interest of developing a more effective fungicide to combat Dutch elm disease, our laboratories have synthesized several triphenyltin carboxylates and some 1:1 addition compounds of triphenyltin chloride using 2,3‐disubstituted thiazolidin‐4‐ones as the ligand and screened them in vitro against Ceratocystis ulmi , the causative agent of Dutch elm disease, using a shake culture method. Elemental analyses and spectroscopic data indicate that the structures of the carboxy‐ lates in the solid state are monomeric with a tetrahedral tin atom with the exception of the furan‐2‐carboxylic acid derivative, which was found to be polymeric. The triphenyltin chloride adducts are trigonal‐bipyramidal with the three phenyl groups in the equatorial plane. Far‐infrared data indicate that the three phenyl groups are not co‐planar. Screening results for both series of organotins indicate that these two classes of compounds are effective inhibitors of Ceratocystis ulmi , with the adducts having a higher activity. The furan‐2‐carboxylic acid derivative has a markedly decreased activity compared with the other carboxylates and this is attributed to its polymeric structure. © 1998 John Wiley & Sons, Ltd.