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Single Electron Transfer vs. SN2 Reaction

✍ Scribed by Marcia E. Van Loo; Johan Lugtenburg; Jan Cornelisse

Publisher
John Wiley and Sons
Year
2000
Tongue
English
Weight
251 KB
Volume
2000
Category
Article
ISSN
1434-193X

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✦ Synopsis

Reaction of the 5-hydroacenaphthylene anion with benzyl halides proceeds at carbon atom 1 as well as at carbon atom 2a, in the latter case creating a quaternary centre. The hardness-softness of the electrophiles was shown to play only a minor role in determining the regioselectivity of the reaction of the hydroanion with several benzyl and alkyl halides: the leaving group hardly affects the ratio of 1-and 2a-substituted

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