Reactivity of Anionic Pentacoordinated Silicon Complexes towards Nucleophiles
Alain Boudin, Geneviève Cerveau, Claude Chuit, Robert J. P. Corriu, Catherine Reyé
Abstract
Alain Boudin, Geneviève Cerveau, Claude Chuit, Robert J. P. Corriu, Catherine Reyé
Abstract
Steric hindrance seldom plays a role in nucleophilic substitutions at silicon, since the pentacoordinated Si anions of 1, R, R = Me, Ph, 1-naphthyl, react far more rapidly with nucleophiles, e.g. PhMgBr, than the neutral compound 2. “By-products” of the reactivity study are new synthetic methods for RSiH3, RR′2SiH, and RSiR′3 (R′ = alkyl, aryl).
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Steric hindrance seldom plays a role in nucleophilic substitutions at silicon, since the pentacoordinated Si anions of 1, R, R = Me, Ph, 1-naphthyl, react far more rapidly with nucleophiles, e.g. PhMgBr, than the neutral compound 2. “By-products” of the reactivity study are new synthetic methods for RSiH3, RR′2SiH, and RSiR′3 (R′ = alkyl, aryl).
Key concepts: Nucleophile, Steric effects, Reactivity (psychology), Chemistry, Alkyl, Aryl, Silicon, Medicinal chemistry