The chemistry and reactivity of aryl radicals - The C-C bond formation from o-bromobenzylphenylethers with tin hydride and azobisisobutyronitrile

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Abstract

Treatment of o-bromobenzylphenylethers and a two fold excess of n-tributyltin hydride (TBTH) with 0.5 to 0.6 mol equiv. of AIBN induces an inefficient C(aryl)-C(aryl) bond formation. The structures of the products resulting from a 1,5 and/or a 1,6 addition was found to be largely determined by the presence or absence of the substituent and its position in the phenyl ring.

Original languageEnglish
Pages (from-to)285-298
Number of pages14
JournalTetrahedron
Volume53
Issue number1
DOIs
Publication statusPublished - 6 Jan 1997

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