Generation and aromaticity of 2-silaimidazolium ion, a new π-conjugated silylium ion†,10.1039/B415783D

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Generation and aromaticity of 2-silaimidazolium ion, a new π-conjugated silylium ion†

Shintaro Ishida,Tohru Nishinaga,Robert West,Koichi Komatsu

Chemical Communications Pub Date : 12/22/2004 00:00:00 , DOI:10.1039/B415783D

Abstract

A novel cationic silaaromatic, 2-silaimidazolium cation (5), was synthesized by chloride abstraction from the corresponding chlorosilane (4) with [Et₃Si(benzene)]⁺·TPFPB⁻ (TPFPB⁻ = tetrakis(pentafluorophenyl)borate); cation 5 exists as a free silylium cation in solution due to bulky substituents on the five-membered ring.