Green Kerry-Ann, Honeycutt Aaron P, Ciccone Sierra R, Grice Kyle A, Baur Andreas, Petersen Jeffrey L, Hoover Jessica M
C. Eugene Bennett Department of Chemistry, West Virginia University, Morgantown, West Virginia 26506, United States.
Department of Chemistry and Biochemistry, DePaul University, Chicago, Illinois 60614, United States.
ACS Catal. 2023 Apr 24;13(9):6375-6381. doi: 10.1021/acscatal.2c06015. eCollection 2023 May 5.
Ni-catalyzed C-H functionalization reactions are becoming efficient routes to access a variety of functionalized arenes, yet the mechanisms of these catalytic C-C coupling reactions are not well understood. Here, we report the catalytic and stoichiometric arylation reactions of a nickel(II) metallacycle. Treatment of this species with silver(I)-aryl complexes results in facile arylation, consistent with a redox transmetalation step. Additionally, treatment with electrophilic coupling partners generates C-C and C-S bonds. We anticipate that this redox transmetalation step may be relevant to other coupling reactions that employ silver salts as additives.
镍催化的C-H官能团化反应正成为获得各种官能团化芳烃的有效途径，然而这些催化C-C偶联反应的机制尚未得到充分理解。在此，我们报道了一种镍（II）金属环的催化和化学计量的芳基化反应。用银（I）-芳基配合物处理该物种会导致容易的芳基化，这与氧化还原转金属化步骤一致。此外，用亲电偶联伙伴处理会生成C-C键和C-S键。我们预计，这种氧化还原转金属化步骤可能与其他使用银盐作为添加剂的偶联反应有关。
