Journal of Organometallic Chemistry

The Equilibrium Acidity of A 9, 10-Dihydrosilaanthracene on the Degree of Aromaticity of a System with Tetracoordinate Silicon

F Bickelhaupt, GL Van Mourik

Index: Bickelhaupt,F.; van Mourik,G.L. Journal of Organometallic Chemistry, 1974 , vol. 67, p. 389 - 394

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Abstract

Abstract The equilibrium acidity of 9, 10-dihydro-9, 9-dimethyl-10-phenyl-9-silaanthracene is determined with caesium cyclohexylamide in cyclohexylamine; the pK has the value of 27.4. From the fact that its acidity is onyly pK 0.6 stronger than that of its carbon analogue it is concluded that aromatic “through-conjugation” does not play an important role in this system. This conclusion is discussed in the context of current ideas and evidence on d π ...

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