Photocatalytic Umpolung Synthesis of Nucleophilic π-Allylcobalt Complexes for Allylation of Aldehydes

被引:31
|
作者
Shi, Caizhe [1 ]
Li, Fusheng [1 ]
Chen, Yuqing [1 ]
Lin, Shuangjie [1 ]
Hao, Erjun [2 ]
Guo, Zhuowen [1 ]
Wosqa, Urwa Tul [1 ]
Zhang, Dandan [1 ]
Shi, Lei [1 ,2 ]
机构
[1] Dalian Univ Technol, Zhang Dayu Sch Chem, State Key Lab Fine Chem, Dalian 116024, Liaoning, Peoples R China
[2] Henan Normal Univ, Henan Key Lab Organ Funct Mol & Drug Innovat, Key Lab Green Chem Media & React, Minist Educ,Sch Chem & Chem Engn, Xinxiang 453007, Henan, Peoples R China
来源
ACS CATALYSIS | 2021年 / 11卷 / 05期
关键词
pi-allylcobalt complexes; photoredox catalysis; allylation; umpolung; alcohol;
D O I
10.1021/acscatal.0c05330
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The concept of "umpolung" reactivity of p-allylmetal complexes has been developed as a powerful method for the allylation of aldehydes. This paper describes the photocatalytic umpolung strategy for the synthesis of nucleophilic allylcobalt complexes through a single-electron-transfer (SET) process. This strategy enables the metallaphotoredox allylation of carbonyls with allyl acetate using organic N,N-diisopropylethylamine as the terminal reductant bypassing the use of a stoichiometric amount of metals. Ultraviolet-visible spectroscopy was used to monitor the redox changes of cobalt in the reaction.
引用
收藏
页码:2992 / 2998
页数:7
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