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Photocatalysis with Quantum Dots and Visible Light: Selective and Efficient Oxidation of Alcohols to Carbonyl Compounds through a Radical Relay Process in Water
Author(s) -
Zhao LeiMin,
Meng QingYuan,
Fan XiangBing,
Ye Chen,
Li XuBing,
Chen Bin,
Ramamurthy Vaidhyanathan,
Tung ChenHo,
Wu LiZhu
Publication year - 2017
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201700243
Subject(s) - chemistry , alcohol oxidation , photochemistry , selectivity , photocatalysis , visible spectrum , electron transfer , alcohol , photoinduced electron transfer , catalysis , organic chemistry , materials science , optoelectronics
Selective oxidation of alcohols to aldehydes/ketones has been achieved with the help of 3‐mercaptopropionic acid (MPA)‐capped CdSe quantum dot (MPA‐CdSe QD) and visible light. Visible‐light‐prompted electron‐transfer reaction initiates the oxidation. The thiyl radical generated from the thiolate anion adsorbed on a CdSe QD plays a key role by abstracting the hydrogen atom from the C−H bond of the alcohol (R 1 CH(OH)R 2 ). The reaction shows high efficiency, good functional group tolerance, and high site‐selectivity in polyhydroxy compounds. The generality and selectivity reported here offer a new opportunity for further applications of QDs in organic transformations.