Hydrogen-bonding-promoted oxidative addition and regioselective arylation of olefins with aryl chlorides

J Ruan, JA Iggo, NG Berry, J Xiao

Index: Ruan, Jiwu; Iggo, Jonathan A.; Berry, Neil G.; Xiao, Jianliang Journal of the American Chemical Society, 2010 , vol. 132, # 46 p. 16689 - 16699

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Citation Number: 55

Abstract

The first, general, and highly efficient catalytic system that allows a wide range of activated and unactivated aryl chlorides to couple regioselectively with olefins has been developed. The Heck arylation reaction is likely to be controlled by the oxidative addition of ArCl to Pd (0). Hence, an electron-rich diphosphine, 4-MeO-dppp, was introduced to facilitate the catalysis. Solvent choice is critical, however; only sluggish arylation is observed in DMF or ...