Trinuclear tin salicylaldoximate cluster-catalyzed selective acylation of alcohols

✍ Scribed by Carlos Camacho-Camacho; Monique Biesemans; Ingrid Verbruggen; Rudolph Willem

• Publisher: John Wiley and Sons
• Year: 2005
• Tongue: English
• Weight: 93 KB
• Volume: 19
• Category: Article
• ISSN: 0268-2605
• DOI: 10.1002/aoc.851

✦ Synopsis

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-HON CH-C 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.