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Reduction of aryl bromides with lithium aluminum hydride: Evidence for a radical mechanism

✍ Scribed by Sung-Kee Chung; Fu-fan Chung

Publisher: Elsevier Science
Year: 1979
Tongue: French
Weight: 214 KB
Volume: 20
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)86324-3

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✦ Synopsis

Reduction of c-bromophenyl ally1 ether with LiAlH4 yields phenyl ally1 ether 3-methyl-2,3_dihydrobenzofuran, thus suggesting the involvement of radical intermediates in reduction. and the Metal hydrides' are generally considered to react as nucleophilic hydride species. Reduction of the carbonyl group with lithium aluminum hydride (LiAlH ), for example, is believed to involve a direct hydride transfer as the rate-determining step 24

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