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Stereoselective C−C Oxidative Coupling Reactions Photocatalyzed by Zwitterionic Ligand Capped CsPbBr 3 Perovskite Quantum Dots
Author(s) -
Yuan Yucheng,
Zhu Hua,
HillsKimball Katie,
Cai Tong,
Shi Wenwu,
Wei Zichao,
Yang Hanjun,
Candler Yolanda,
Wang Ping,
He Jie,
Chen Ou
Publication year - 2020
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202007520
Subject(s) - stereoselectivity , photocatalysis , perovskite (structure) , chemistry , ligand (biochemistry) , quantum dot , photochemistry , coupling reaction , substrate (aquarium) , quantum yield , absorption (acoustics) , catalysis , materials science , nanotechnology , fluorescence , crystallography , organic chemistry , physics , biochemistry , receptor , oceanography , quantum mechanics , geology , composite material
Semiconductor quantum dots (QDs) have attracted tremendous attention in the field of photocatalysis, owing to their superior optoelectronic properties for photocatalytic reactions, including high absorption coefficients and long photogenerated carrier lifetimes. Herein, by choosing 2‐(3,4‐dimethoxyphenyl)‐3‐oxobutanenitrile as a model substrate, we demonstrate that the stereoselective (>99 %) C−C oxidative coupling reaction can be realized with a high product yield (99 %) using zwitterionic ligand capped CsPbBr 3 perovskite QDs under visible light illumination. The reaction can be generalized to different starting materials with various substituents on the phenyl ring and varied functional moieties, producing stereoselective dl ‐isomers. A radical mediated reaction pathway has been proposed. Our study provides a new way of stereoselective C−C oxidative coupling via a photocatalytic means using specially designed perovskite QDs.