Efficient Cross-Coupling of Secondary Alkyltrifluoroborates with Aryl Chlorides Reaction Discovery Using Parallel Microscale Experimentation

…, PG Dormer, DL Sandrock, GA Molander

Index: Dreher, Spencer D.; Dormer, Peter G.; Sandrock, Deidre L.; Molander, Gary A. Journal of the American Chemical Society, 2008 , vol. 130, # 29 p. 9257 - 9259

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Citation Number: 167

Abstract

Microscale parallel experimentation was used to discover three catalyst systems capable of coupling secondary organotrifluoroborates with sterically and electronically demanding aryl chlorides and bromides. The ensuing results represent the first comprehensive study of alkylboron coupling to aryl chlorides and, in particular, using secondary alkylboron partners. A ligand-dependent β-hydride elimination/reinsertion mechanism was implicated in the ...