TRIPHENYLTIN DERIVATIVES OF ISOTHIAZOL-3(2H)-ONE 1,1-DIOXIDES - SYNTHESIS, MOSSBAUER-SPECTRA, SOME FUNGITOXICITY DATA, AND CRYSTAL-STRUCTURE OF TRIPHENYLSTANNYL 1,2-BENZISOTHIAZOL-3(2H)-ONE 1,1-DIOXIDE.N,N-DIMETHYLFORMAMIDE

被引:24
作者
NG, SW
KUTHUBUTHEEN, AJ
ARIFIN, ZD
CHEN, W
DAS, VGK
SCHULZE, B
MOLLOY, KC
YIP, WH
MAK, TCW
机构
[1] UNIV MALAYA, DEPT CHEM, KUALA LUMPUR 59100, MALAYSIA
[2] UNIV MALAYA, INST ADV STUDIES, KUALA LUMPUR 2211, MALAYSIA
[3] UNIV MALAYA, DEPT BOT, KUALA LUMPUR 2211, MALAYSIA
[4] KARL MARX UNIV, SEKT CHEM, O-7010 LEIPZIG, GERMANY
[5] UNIV BATH, SCH CHEM, BATH BA2 7AY, AVON, ENGLAND
[6] CHINESE UNIV HONG KONG, DEPT CHEM, SHA TIN, HONG KONG
关键词
D O I
10.1016/0022-328X(91)83091-H
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The syntheses and tin-119m Mossbauer spectroscopic data are reported for two series of stannylimides, 2-triphenylstannyl 1,2-benzisothiazol-3(2H)-one 1,1-dioxide.L (L = O-donar ligand) and 2-tri-phenylstannyl 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 activated NC(O)C6H4SO2.L [L = (C6H5)2C2CO, (CH3)2NCHO, C9H7NO, (C6H5CH2)2SO, (C6H5)3PO, (C6H5)3AsO] adducts. A crystal structure determination of the N,N-dimethylformamide adduct confirms the Mossbauer assignment. The ipso-carbons [Sn-C 2.120(4), 2.120(5), 2.122(5) angstrom] comprise the equatorial girdle of the trigonal bipyramid, the apical positions being occupied by the imido nitrogen [Sn-N 2.242(5) angstrom] and amido oxygen [Sn-O 2.402(5) angstrom] atoms. A similar five-coordinate structure is assigned to (C6H5)3Sn activated NC(O)C(R')C(R")SO2 [QS 2.95-3.32 mm s-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 value (2.54 mm s-1) is more consistent with a four-coordinate tetrahedral structure. A trans-C3SnO2 trigonal bipyramidal structure for the (C6H5)3SnO2CCH2 activated NC(O)C6H4SO2 stannylester is indicated by its large QS (3.53 mm s-1). Results on fungitoxicity tests on some of the triphenyltin compounds are presented.
引用
收藏
页码:101 / 109
页数:9
相关论文
共 37 条
[11]   COORDINATION BEHAVIOR OF DIPHOSPHINE AND DIARSINE OXIDES IN 4 ORGANOTIN(IV) ADDUCTS [J].
DONDI, S ;
NARDELLI, M ;
PELIZZI, C ;
PELIZZI, G ;
PREDIERI, G .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1986, 308 (02) :195-206
[12]   MOSSBAUER SPECTROSCOPIC STUDY OF STRUCTURE OF ORGANOSTANNYLIMIDES [J].
GASSEND, R ;
LIMOUZIN, Y ;
MAIRE, JC ;
MUTTALIB, AK ;
MORE, C .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1974, 78 (02) :215-220
[13]  
Giam C.S., 1974, ORG PREP PROCED INT, V6, P1, DOI [10.1080/00304947409355062, DOI 10.1080/00304947409355062]
[14]   CRYSTAL AND MOLECULAR-STRUCTURE OF N-(TRIMETHYLSTANNYL)SUCCINIMIDE, AN ASSOCIATED, HELICAL POLYMER [J].
HAHN, FE ;
DORY, TS ;
BARNES, CL ;
HOSSAIN, MB ;
VANDERHELM, D ;
ZUCKERMAN, JJ .
ORGANOMETALLICS, 1983, 2 (08) :969-973
[15]   ORGANOTIN BIOCIDES .1. THE STRUCTURE OF TRIPHENYLTIN ACETATE [J].
MOLLOY, KC ;
PURCELL, TG ;
QUILL, K ;
NOWELL, IW .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1984, 267 (03) :237-247
[16]  
MONSON RS, 1972, ADV ORGANIC SYNTHESI, P137
[17]   STRUCTURAL RESEARCHES ON ORGANOTIN (4) COMPOUNDS - SYNTHESIS AND STRUCTURE OF "NITRATOTRIPHENYL(TRIPHENYLPHOSPHINE OXIDE) TIN(4) [J].
NARDELLI, M ;
PELIZZI, C ;
PELIZZI, G .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1976, 112 (03) :263-272
[18]   SYNTHESIS, SPECTROSCOPIC PROPERTIES AND X-RAY STRUCTURAL-ANALYSIS OF A DINUCLEAR TIN ADDUCT - MU-BIS(DIPHENYLPHOSPHINYL)ETHANEBIS(NITRATOTRIPHENYLTIN) [J].
NARDELLI, M ;
PELIZZI, C ;
PELIZZI, G .
INORGANICA CHIMICA ACTA, 1979, 33 (02) :181-187
[19]   STRUCTURAL RESEARCHES ON NITRATO COMPLEXES OF ORGANOTIN - COORDINATIVE INTERACTIONS SN-O IN NITRATOTRIPHENYL(TRIPHENYLARSINE OXIDE)TIN(IV) [J].
NARDELLI, M ;
PELIZZI, C ;
PELIZZI, G .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1977, 125 (02) :161-172
[20]  
NG SW, 1989, J ORGANOMET CHEM, V376, P277