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Mono‐organotin(IV) compounds as esterification and transesterification catalysts
Author(s) -
Hobbs L A,
Smith P J
Publication year - 1992
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/aoc.590060112
Subject(s) - chemistry , transesterification , catalysis , tin , methanol , organic chemistry , propionate , halogen , alkyl
A series of monoorganotin(IV) compounds has been investigated as transesterification catalysts for the reaction of butyl propionate with methanol. The most active catalysts were found to be those which contain tin‐halogen bonds, e.g. monobutyltin trichloride (BuSnCl 3 ), and the least effective were the coordinatively saturated monoorganotin derivatives. Certain of the mono(2‐carboalkoxyethyl)tin compounds were found to undergo a facile autocatalysed transesterification reaction with alcohols. Coordination of the carbonyl group in the ester to the tin catalyst is an important factor influencing its activity. A study of the catalysis of the esterification of propionic acid by BuSnCl 3 is reported.