Department of Chemistry, Pennsylvania State University, University Park, Pennsylvania, 16802, USA.
Current address: Department of Chemistry and Biochemistry, University of California, Los Angeles, CA, 90095, USA.
Angew Chem Int Ed Engl. 2021 Oct 11;60(42):22977-22982. doi: 10.1002/anie.202110459. Epub 2021 Sep 15.
We report a Ni-catalyzed regioselective arylbenzylation of alkenylarenes with benzyl halides and arylzinc reagents. The reaction furnishes differently substituted 1,1,3-triarylpropyl structures that are reminiscent of the cores of oligoresveratrol natural products. The reaction is also compatible for the coupling of internal alkenes, secondary benzyl halides and variously substituted arylzinc reagents. Kinetic studies reveal that the reaction proceeds with a rate-limiting single-electron-transfer process and is autocatalyzed by in-situ-generated ZnX . The reaction rate is amplified by a factor of three through autocatalysis upon addition of ZnX .
我们报告了镍催化的烯基芳基与苄基卤化物和芳基锌试剂的区域选择性芳基苄基化反应。该反应提供了不同取代的 1,1,3-三芳基丙基结构，这些结构让人联想到低聚白藜芦醇天然产物的核心结构。该反应也适用于内部烯烃、仲苄基卤化物和各种取代的芳基锌试剂的偶联。动力学研究表明，反应通过限速单电子转移过程进行，并且由原位生成的 ZnX 自催化。通过添加 ZnX，反应速率通过自催化放大了三倍。
