The Journal of Organic Chemistry

Oxidative desilylation of alkylsilanes with triphenylcarbenium ion. Control by transition-state geometry

SS Washburne, R Szendroi

Index: Washburne, Stephen S.; Szendroi, Robert Journal of Organic Chemistry, 1981 , vol. 46, # 4 p. 691 - 693

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Citation Number: 2

Abstract

Results As suspected earlier! dimethylsilacyclohexe is one of the most reactive silanes toward triphenylcarbenium ion, but the nature of the counterion is also crucial, as bromide and chloride (eq 1, An= Br, Cl), which are certainly nucleophilic toward silicon, failed to react with this substrate. Although An= PF6 gave successful reaction, we used fluoborate in this study exclusively. A variety of acyclic tetraalkylsilanes were treated with ...

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