卡宾
重氮
铱
催化作用
烷基
化学
迁移插入
药物化学
插入反应
光化学
有机化学
作者
Ping Guo,Yan Chen,Tao Lei,Shufang Ji,Ruixue Zhang,Zedong Zhang,Xiao Liang,Dingsheng Wang,Yadong Li,Jie Zhao
标识
DOI:10.1021/acscatal.3c05635
摘要
A heterogeneous iridium single-atom site catalyst (Ir-SA) was synthesized and investigated in catalyzing the carbene insertion reaction with challenging α-alkyl diazo ester substrates. With only 0.23 mol % catalyst loading, our Ir-SA demonstrated remarkable performance in heterogeneous carbene N–H bond insertion reactions involving various (hetero) aryl amines coupled with α-alkyl diazo esters. Notably, in the case of using a chiral diamino substrate with two reactive sites, Ir-SA exhibited high selectivity toward single carbene N–H insertion, leading to the generation of a class of unsymmetric chiral diamino ligands. Further mechanism study revealed that the lower activation barrier associated with the single N–H bond insertion step, as compared to either β-hydride elimination or downstream dual N–H bond insertion, accounted for the remarkable selectivity observed in this carbene insertion reaction catalyzed by Ir-SA.
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