Chemistry Letters

REVERSIBILITY IN THE HOMOLYTIC AROMATIC SUBSTITUTION WITH SILYL AND GERMYL RADICALS

H Sakurai, M Kira, H Sugiyama

Index: Sakurai, Hideki; Kira, Mitsuo; Sugiyama, Hisashi Chemistry Letters, 1983 , p. 599 - 602

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Citation Number: 4

Abstract

The 3, 6-bis (trimethylsilyl) cyclohexadienyl radical (1), generated from the corresponding cyclohexadiene, gave the expected p-bis (trimethylsilyl) benzene (4) at 0° C. At 130° C, however, the reaction afforded trimethylsilylbenzene, 4, and m-bis (trimethylsilyl) benzene in 62, 17, and 5% yield, respectively. The suggested elimination of the trimethylsilyl radical from the cyclohexadienyl radical is demonstrated by ESR.

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