Reductive Cleavage of the Csp2-Csp3 Bond of Secondary Benzyl Alcohols: Rhodium Catalysis Directed by N-Containing Groups

被引:62
作者
Chen, Kang [1 ,2 ,3 ]
Li, Hu [1 ,2 ,3 ]
Lei, Zhi-Quan [5 ]
Li, Yang [1 ,2 ,3 ]
Ye, Wen-He [1 ,2 ,3 ]
Zhang, Li-Sheng [1 ,2 ,3 ]
Sun, Jian [5 ]
Shi, Zhang-Jie [1 ,2 ,3 ,4 ]
机构
[1] Peking Univ, BNLMS, Beijing 100871, Peoples R China
[2] Peking Univ, Key Lab Bioorgan Chem & Mol Engn, Minist Educ, Coll Mol Engn, Beijing 100871, Peoples R China
[3] Peking Univ, Green Chem Ctr, Beijing 100871, Peoples R China
[4] Chinese Acad Sci, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
[5] Chinese Acad Sci, Chengdu Inst Biol, Chengdu 610068, Sichuan, Peoples R China
关键词
C?C activation; cleavage reactions; hydrogenation; reaction mechanisms; rhodium; C-C-BOND; CARBON-CARBON BOND; ACTIVATION; HYDROGENATION; HYDROGENOLYSIS; REARRANGEMENT; INTERMEDIATE; DEALLYLATION; REMOVAL; OLEFINS;
D O I
10.1002/anie.201204338
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Cutting loose: 1,1-Biarylmethanol substrates undergo reductive cleavage of the C-C bond in the presence of a cationic Rh III catalyst and H 2 (see scheme; DG=directing group). Various functional groups are tolerated in the reaction system. Preliminary studies indicate that a five-membered rhodacycle intermediate, which then converts into a Rh III hydride species for the reduction, is involved in the catalytic cycle. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:9851 / 9855
页数:5
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