THE CHEMISTRY AND REACTIVITY OF ARYL RADICALS - THE C-C BOND FORMATION FROM O-BROMOBENZYLPHENYLETHERS WITH TIN HYDRIDE AND AZOBISISOBUTYRONITRILE

Treatment of o-bromobenzylphenylethers and a two fold excess of n-trib utyltin hydride (TBTH) with 0.5 to 0.6 mol equiv. of AIBN induces an i nefficient C-aryl-C-aryl bond formation. The structures of the product s resulting from a 1,5 and/or a 1,6 additions were found to be largely determined by the presence or absence of the substituent and its posi tion in the phenyl ring. Copyright (C) 1996 Elsevier Science Ltd