Triphenyltin derivatives of isothiazol-3(2H)-one 1,1-dioxides. Synthesis, Moessbauer spectra, some fungitoxicity data, and crystal structure of triphenylstannyl 1,2-benzisothiazol-3(2H)-one 1,1-dioxide*N,N-dimethylformamide

Article abstract of DOI:10.1016/0022-328X(91)83091-H

The syntheses and tin-119m Moessbauer spectroscopic data are reported for two series of stannylimides, 2-triphenylstannyl 1,2-benzisothiazol-3(2H)-one 1,1-dioxide*L (L = O-donor ligand) and 2-triphenylstannyl 4,5-substituted isothiazol-3(2H)-one 1,1-dioxides, and for the stannylester, triphenyltin 1,2-benzisothiazol-3(2H)-onyl-2-acetate 1,1-dioxide.The observed quadrupole splitting (QS) values (3.12-3.25 mm s^-1) are interpreted in terms of trans-C3SnNO trigonal bipyramidal structures for the (C6H5)3Sn*L adducts.A crystal structure determination of the N,N-dimethylformamide adduct confirms the Moessbauer assignment.The ipso-carbons comprise the equatorial girdle of the trigonal bipyramid, the apical positions being occupied by the imido nitrogen and amido oxygen atoms.A similar five-coordinate structure is assigned to (C6H5)3Sn -1; R' = R'' = CH3; R' = H, R'' = C6H5; R'R'' = -(CH2)4-; R'R'' = -(CH2)5->, but for the R' = CH3, R'' = C6H5 derivative, the lower QS values (2.54 mm s^-1) is more consistent with a four-coordinate tetrahedral structure.A trans-C3SnO2 trigonal bipyramidal structure for the (C6H5)3SnO2CCH2 stannylester is indicated by its large QS (3.53 mm s^-1).Results on fungitoxicity tests on some of the triphenyltin compounds are presented.