Transfer of aryl halide to alkyl halide: reductive elimination of alkylhalide from alkylpalladium halides containing syn-β-hydrogen atoms.

β-Hydride abstraction is a well-accepted elementary step for catalytic cycles in organometallic chemistry. It is usually anticipated that alkylpalladium halides containing syn-β-hydrogen atoms will undergo β-hydride abstraction to afford the Heck-type products. However, this study discloses that the above general knowledge is only conditionally correct. Our experimental results demonstrate that the reductive elimination of alkylhalides from alkylpalladium halides containing syn-β-hydrogen atoms may surpass the β-hydride abstraction or even become exclusive in certain cases.