Journal of Organometallic Chemistry

Acetolysis of 4, 4-disubstituted 4-silacyclohexyl tosylates: effect of remote silicon substitution on organic reactivity

SS Washburne, RR Chawla

Index: Washburne,S.S.; Chawla,R.R. Journal of Organometallic Chemistry, 1977 , vol. 133, p. 7 - 17

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Citation Number: 4

Abstract

Abstract 4, 4-Dimethyl-(Ia), 4, 4-diphenyl-(Ib), and phenyl-methyl-substituted 4-silacyclohexyl tosylates (Ic Id) were compared with isosteric 4, 4-disubstituted cyclohexyl tosylates. The rates of acetolysis of the silatosylates were three to five times greater than those of the carbocyclic analogs. With the exception of Ia, which largely fragmented to di-4- pentenyltetramethyldisiloxane, the acetolysis products of compounds I were acetates and ...