The Journal of Organic Chemistry

Mechanistic definition of trimethylstannylation of 1, 3-dihaloadamantanes: delocalized radical anions as possible intermediates

W Adcock, CI Clark

Index: Adcock, William; Clark, Christopher I. Journal of Organic Chemistry, 1993 , vol. <26> 58, p. 7341 - 7349

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Citation Number: 25

Abstract

A series of 1, 3-dihaloadamantanes (3, X= Y= halogens) have been synthesized, characterized, and treated with (trimethylstannyl) alkali reagents (MeaSnM, M= Li or Na) in the absence and presence of tert-butylamine (TBA) and dicyclohexylphosphine (DCPH). The product distributions of these reactions have been established by I3C and ll9Sn NMR spectroscopy and vapor-phase chromatographic analyses. Tin substitution via an Sml- ...

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