Diaryldiazoketones as Effective Carbene Sources for Highly Selective Rh(II)-Catalyzed Intermolecular C-H Functionalization.
Diaryldiazoketones as Effective Carbene Sources for Highly Selective Rh(II)-Catalyzed Intermolecular C-H Functionalization.
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二芳基重氮酮作为高选择性 Rh(II) 催化分子间 C-H 官能化的有效卡宾源。
DOI:
10.1021/jacs.3c14552
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发表时间:
2024
影响因子:
15
通讯作者:
Davies,HuwML
中科院分区:
文献类型:
--
作者:
Nguyen,Terrence-ThangH;Bosse,AaronT;Ly,Duc;Suarez,CamilaA;Fu,Jiantao;Shimabukuro,Kristin;Musaev,DjamaladdinG;Davies,HuwML
A novel donor/acceptor carbene intermediate has been developed using diaryldiazoketones as carbene precursors. In the presence of the chiral dirhodium catalyst, Rh2(S-TPPTTL)4, diaryldiazoketones undergo highly regio-, stereo-, and diastereoselective C–H functionalization of activated and unactivated secondary and tertiary C–H bonds. Computational studies revealed that the arylketo group behaves differently than the carboxylate acceptor group because the orientation of the arylketo group predetermines which face of the carbene will be attacked.