Journal of the American Chemical Society

Effects of cyclic 8π-electron conjugation in reductively silylated nitrogen heterocycles

W Kaim

Index: Kaim, Wolfgang Journal of the American Chemical Society, 1983 , vol. 105, # 4 p. 707 - 713

Full Text: HTML

Citation Number: 53

Abstract

Abstract: A number of partly reduced N-heterocycles, 2-15, have been prepared by reductive silylation of aromatic precursors. The N-silyl substituents stabilize unusual electronic structures such as the 1, 4-dihydropyrazine system toward rearrangements. In addition, R3Si substitution is likely to cause planarization at the amino nitrogen atoms. This may lead to cyclic 8-*-electron conjugation, as has been established, eg, for 1, 4-bis (trimethyIsily1)-1, ...