Photocatalysis with Quantum Dots and Visible Light: Selective and Efficient Oxidation of Alcohols to Carbonyl Compounds through a Radical Relay Process in Water.
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 (R1CH(OH)R2). 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.
Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry & Graduate University the Chinese Academy of Sciences, The Chinese Academy of Sciences, Beijing, 100190, P.R. China.
Lei-Min
LM
Zhao
Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry & Graduate University the Chinese Academy of Sciences, The Chinese Academy of Sciences, Beijing, 100190, P.R. China.
Qing-Yuan
QY
Meng
Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry & Graduate University the Chinese Academy of Sciences, The Chinese Academy of Sciences, Beijing, 100190, P.R. China.
Xiang-Bing
XB
Fan
Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry & Graduate University the Chinese Academy of Sciences, The Chinese Academy of Sciences, Beijing, 100190, P.R. China.
Chen
C
Ye
Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry & Graduate University the Chinese Academy of Sciences, The Chinese Academy of Sciences, Beijing, 100190, P.R. China.
Xu-Bing
XB
Li
Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry & Graduate University the Chinese Academy of Sciences, The Chinese Academy of Sciences, Beijing, 100190, P.R. China.
Bin
B
Chen
Department of Chemistry, University of Miami, Miami, FL, 33124-0431, USA.
Vaidhyanathan
V
Ramamurthy
Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry & Graduate University the Chinese Academy of Sciences, The Chinese Academy of Sciences, Beijing, 100190, P.R. China.
Chen-Ho
CH
Tung
Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry & Graduate University the Chinese Academy of Sciences, The Chinese Academy of Sciences, Beijing, 100190, P.R. China.
Li-Zhu
0000-0002-5561-9922
LZ
Wu
heterogeneous catalysis; photocatalysis; quantum dots; selective dehydrogenation; sustainable chemistry