Metal-free Photocatalytic Aerobic Oxidative Cleavage of C-C Bonds in 1,2-Diols. 2020

Rui Zhu, and Gongyu Zhou, and Jia-Nan Teng, and Xinglong Li, and Yao Fu
Hefei National Laboratory for Physical Sciences at the Microscale, iChEM CAS Key Laboratory of Urban Pollutant Conversion, Anhui Province Key Laboratory of Biomass Clean Energy, University of Science and Technology of China, Hefei, Anhui, 230026, P. R. China.

The preparation of carbonyl compounds by the aerobic oxidative cleavage of C-C bonds in 1,2-diols under mild reaction conditions is a very significant reaction and is widely employed in various scenarios. Avoiding the use of harmful stoichiometric oxidants and adopting a greener chemical process remain a challenge for this reaction to date. In this manuscript, a heterogeneous metal-free photocatalytic strategy without any additive was developed for aerobic oxidative cleavage of C-C bonds in 1,2-diols at ambient conditions with visible light. The reaction mechanism was further studied through a series of control experiments and density functional theory (DFT) calculations. In addition, the catalytic system showed a broad substrates scope, including aliphatic (linear or cyclic) 1,2-diols, benzylic, alkenyl 1,2-diols, and α-hydroxy acids (such as lactic acid). Thus, this strategy could serve as a method for the transformation of 1,2-diols to corresponding carbonyl compounds by the aerobic oxidative cleavage of C-C bonds.

UI MeSH Term Description Entries

Related Publications

Rui Zhu, and Gongyu Zhou, and Jia-Nan Teng, and Xinglong Li, and Yao Fu
August 2017, Angewandte Chemie (International ed. in English),
Rui Zhu, and Gongyu Zhou, and Jia-Nan Teng, and Xinglong Li, and Yao Fu
October 2014, Organic & biomolecular chemistry,
Rui Zhu, and Gongyu Zhou, and Jia-Nan Teng, and Xinglong Li, and Yao Fu
December 2012, Angewandte Chemie (International ed. in English),
Rui Zhu, and Gongyu Zhou, and Jia-Nan Teng, and Xinglong Li, and Yao Fu
March 2022, The Journal of organic chemistry,
Rui Zhu, and Gongyu Zhou, and Jia-Nan Teng, and Xinglong Li, and Yao Fu
May 2019, Organic letters,
Rui Zhu, and Gongyu Zhou, and Jia-Nan Teng, and Xinglong Li, and Yao Fu
September 2014, The Journal of organic chemistry,
Rui Zhu, and Gongyu Zhou, and Jia-Nan Teng, and Xinglong Li, and Yao Fu
November 2021, Nature chemistry,
Rui Zhu, and Gongyu Zhou, and Jia-Nan Teng, and Xinglong Li, and Yao Fu
January 2024, Nature communications,
Rui Zhu, and Gongyu Zhou, and Jia-Nan Teng, and Xinglong Li, and Yao Fu
February 2016, Chemical communications (Cambridge, England),
Rui Zhu, and Gongyu Zhou, and Jia-Nan Teng, and Xinglong Li, and Yao Fu
December 2023, Chemistry (Weinheim an der Bergstrasse, Germany),
Copied contents to your clipboard!