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Synfacts 2005(0): 0024-0024
DOI: 10.1055/s-2005-865366
DOI: 10.1055/s-2005-865366
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart · New York
Generation and Aromaticity of 2-Silaimidazo-lium Ion, a New π-Conjugated Silylium Ion
S. Ishida, T. Nishinaga, R. West, K. Komatsu
Kyoto University, Japan
Further Information
Publication History
Publication Date:
20 July 2005 (online)
Significance
The 2-silaimidazolium ion, a new kind of heterocylic aromatic cation has been generated from the corresponding chlorosilane by a chloride abstraction using Et3Si(benzene) tetrakis(pentafluorophenyl)borate. The silaimidazolium ion is stable at temperatures below -10 °C and was fully characterized by 1H, 13C and 29Si NMR parameters which were compared with theoretical calculations [29Si NMR 53.0 (CD2Cl2) and 53.2 (C7D8) for the 2-silaimidazolium compared to the chlorosilane (-17.7 in CD2Cl2)].