Zhang Luoqiang, Wang Xiuhua, Pu Maoping, Chen Caiyou, Yang Peng, Wu Yun-Dong, Chi Yonggui Robin, Zhou Jianrong Steve
State Key Laboratory of Chemical Oncogenomics, Guangdong Provincial Key Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Room F312, 2199 Lishui Road, Nanshan District, Shenzhen 518055, China.
School of Chemistry, Chemical Engineering and Biotechnology, Nanyang Technological University, 21 Nanyang Link, 637371 Singapore.
J Am Chem Soc. 2023 Apr 6. doi: 10.1021/jacs.3c00548.
Nickel catalysts of chiral pyrox ligands promoted enantioselective reductive arylation and heteroarylation of aldimines, using directly (hetero)aryl halides and sulfonates. The catalytic arylation can also be conducted with crude aldimines generated from condensation of aldehydes and azaaryl amines. Mechanistically, density functional theory (DFT) calculations and experiments pointed to an elementary step of 1,4-addition of aryl nickel(I) complexes to -azaaryl aldimines.
手性吡咯配体的镍催化剂促进了醛亚胺的对映选择性还原芳基化和杂芳基化反应，该反应直接使用（杂）芳基卤化物和磺酸盐。催化芳基化反应也可以用醛与氮杂芳基胺缩合生成的粗醛亚胺来进行。从机理上讲，密度泛函理论（DFT）计算和实验表明，芳基镍（I）配合物与氮杂芳基醛亚胺发生1,4-加成是一个基本步骤。
