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Trinuclear tin salicylaldoximate cluster‐catalyzed selective acylation of alcohols
Author(s) -
CamachoCamacho Carlos,
Biesemans Monique,
Verbruggen Ingrid,
Willem Rudolph
Publication year - 2005
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.851
Subject(s) - chemistry , acylation , catalysis , tin , transesterification , steric effects , tertiary alcohols , reactivity (psychology) , phenols , organic chemistry , primary (astronomy) , alcohol , medicine , physics , alternative medicine , pathology , astronomy
The reactivity and catalytic potential of the tin salicylaldoximate cluster [(Me 2 Sn) 2 (Me 2 SnO)(OCH 3 ) (HONZO)(ONZO)] ( 1 ), with HONZOH = o ‐HONCHC 6 H 4 OH, on the acylation reaction of various alcohols with ethyl acetate is reported. The catalyst is active toward primary and unhindered secondary alcohols, but inefficient toward tertiary and secondary bulky alcohols and phenols. A possible mechanism for the transesterification reaction catalyzed by 1 , accounting for the influence of steric factors, is proposed. Copyright © 2005 John Wiley & Sons, Ltd.