Tetrahedron letters

Reactions of BrCl with alkyl radicals.

PS Skell, HN Baxter, JM Tanko

Index: Skell, P. S.; Baxter, H. N.; Tanko, J. M. Tetrahedron Letters, 1986 , vol. 27, # 43 p. 5181 - 5184

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Abstract

Abstract It is demonstrated that photohalogenations of low reactivity substrates with BrCl occurs mainly with Cl· selectivity. With tertiary or benzylic hydrogens in the substrate, mainly Br· selectivity is observed. These observations are rationalized, taking into account the relative concentrations of halogen atoms and their respective rates of hydrogen abstractions. The resultant radicals react with BrCl to make (RBr/RCl) in ratios between 1 and 15.

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