✦ LIBER ✦

The alcoholysis and phenolysis of isosteric isobutyl(isopropoxy)silanethiols catalyzed by 4-dimethylaminopyridine or triethylamine

✍ Scribed by Jerzy Pikies; Wiesław Wojnowski

Publisher: John Wiley and Sons
Year: 1997
Tongue: English
Weight: 206 KB
Volume: 8
Category: Article
ISSN: 1042-7163
DOI: 10.1002/(sici)1098-1071(1997)8:3<245::aid-hc7>3.0.co;2-b

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✦ Synopsis

The reaction rates of alcoholysis of isosteric silanethiols i Bu n ( i PrO) 3‫מ‬n SiSH, n ‫ס‬ 0-3, in the presence of the tertiary amines, 4-dimethylaminopyridine (DMAP) or triethylamine (NEt 3 ), were measured in benzene and in acetonitrile solutions under pseudo-first-order conditions. The catalytic activity of NEt 3 is low. The alcoholysis catalyzed by DMAP shows features of a nucleophilic catalysis. The protonation of the catalyst (DMAP or NEt 3 ) by silanethiols causes substantial deviations from pseudo-first-order kinetics. Phenolysis of silanethiols is effectively catalyzed by both DMAP and NEt 3 .