Visible light-driven carbon-carbon reductive coupling of aromatic ketones activated by Ni-doped CdS quantum dots: An insight into the mechanism

Hu, Rong ¹Xie, Wei-Hua ¹Wang, Hong-Yan ¹Guo, Xin-Ai ¹Sun, Hua-Ming ¹Li, Cheng-Bo ²Cao, Rui ¹Zhang, Xue-Peng¹

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作者信息

1. Shaanxi Normal Univ
2. Northwest Univ
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Abstract

Photocatalytic reductive coupling of carbon-carbon bond to assemble complex molecular frameworks holds the great promising for solar energy storage and value-added chemicals production. This process generally demands noble-photosensitizer or powered by ultraviolet light, along with harsh conditions, which inevitably induces undesired by-product with poor selectivity. Here, we demonstrated selectively reductive aromatic ketones into pinacol on low-cost photocatalysts Ni-doped quantum dots, in which the yield can reach up to 88% with ketones conversion more than 95% under visible-light irradiation for 5 h. A novel mechanism dedicated to the interaction between in situ generated oxidized sacrificial agents TEA(.+) and reactants for key ketyl radical formation via proton-coupled electron transfer (PCET) is elaborately probed by EPR measurement, iotope labeling experiments and DFT calculation. This work emerges a new family of catalysts for C-C coupling by solar energy. More importantly, it provides more credible demonstration for TEA activated photocatalytic conversion in organic synthesis.

Key words

Selectively reductive coupling/Carbon-carbon bond formation/Ketone activation/Visible-light catalysis/Proton-coupled electron transfer/SELECTIVE AEROBIC OXIDATION/PHOTOCATALYTIC REDUCTION/REDOX POTENTIALS/HIGHLY EFFICIENT/BASIS-SETS/WATER/ALDEHYDES/H-2/CO2/EVOLUTION

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出版年

2022

Applied Catalysis

ISSN：0926-3373

被引量15

参考文献量95

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