Quantum hydrogen tunneling promoting halogen-atom and group transfer chemistry
A quantum-hydrogen-tunneling-controlled halogen-atom and group transfer strategy has been successfully developed to generate carbon radicals by using the substituted cyclohexadiene as the abstractor under mild photochemical conditions, in which alkyl and aryl halides as well as numerous alcohol and...
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Format: | Article |
Language: | English |
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KeAi Communications Co. Ltd.
2023-08-01
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Series: | Green Synthesis and Catalysis |
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Online Access: | http://www.sciencedirect.com/science/article/pii/S2666554922001284 |
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author | Xiao Xiao Yi-Ping Yao Biao Chen Chuan Xiang Alvin Tan Fen-Er Chen |
author_facet | Xiao Xiao Yi-Ping Yao Biao Chen Chuan Xiang Alvin Tan Fen-Er Chen |
author_sort | Xiao Xiao |
collection | DOAJ |
description | A quantum-hydrogen-tunneling-controlled halogen-atom and group transfer strategy has been successfully developed to generate carbon radicals by using the substituted cyclohexadiene as the abstractor under mild photochemical conditions, in which alkyl and aryl halides as well as numerous alcohol and thiol analogues can be activated. Mechanism investigation unveiled that this process is inhibited from thermodynamic and kinetic effects but is rendered successful through quantum tunneling. |
first_indexed | 2024-03-12T13:51:22Z |
format | Article |
id | doaj.art-cf77c95fa6644c9b8ebe1cfc63d07dd5 |
institution | Directory Open Access Journal |
issn | 2666-5549 |
language | English |
last_indexed | 2024-03-12T13:51:22Z |
publishDate | 2023-08-01 |
publisher | KeAi Communications Co. Ltd. |
record_format | Article |
series | Green Synthesis and Catalysis |
spelling | doaj.art-cf77c95fa6644c9b8ebe1cfc63d07dd52023-08-23T04:34:23ZengKeAi Communications Co. Ltd.Green Synthesis and Catalysis2666-55492023-08-0143187189Quantum hydrogen tunneling promoting halogen-atom and group transfer chemistryXiao Xiao0Yi-Ping Yao1Biao Chen2Chuan Xiang Alvin Tan3Fen-Er Chen4Institute of Pharmaceutical Science and Technology, Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou 310014, ChinaInstitute of Pharmaceutical Science and Technology, Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou 310014, ChinaInstitute of Pharmaceutical Science and Technology, Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou 310014, ChinaDepartment of Chemistry, National University of Singapore, 3 Science Drive 3 117543, SingaporeInstitute of Pharmaceutical Science and Technology, Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou 310014, China; Engineering Center of Catalysis and Synthesis for Chiral Molecules, Fudan University, Shanghai 200433, China; Shanghai Engineering Center of Industrial Asymmetric Catalysis for Chiral Drugs, Shanghai 200433, China; Corresponding author. Institute of Pharmaceutical Science and Technology, Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou 310014, China.A quantum-hydrogen-tunneling-controlled halogen-atom and group transfer strategy has been successfully developed to generate carbon radicals by using the substituted cyclohexadiene as the abstractor under mild photochemical conditions, in which alkyl and aryl halides as well as numerous alcohol and thiol analogues can be activated. Mechanism investigation unveiled that this process is inhibited from thermodynamic and kinetic effects but is rendered successful through quantum tunneling.http://www.sciencedirect.com/science/article/pii/S2666554922001284Quantum hydrogen tunnelingHalogen-atom and group transferCarbon radicalsSubstituted cyclohexadienePhotocatalysis |
spellingShingle | Xiao Xiao Yi-Ping Yao Biao Chen Chuan Xiang Alvin Tan Fen-Er Chen Quantum hydrogen tunneling promoting halogen-atom and group transfer chemistry Green Synthesis and Catalysis Quantum hydrogen tunneling Halogen-atom and group transfer Carbon radicals Substituted cyclohexadiene Photocatalysis |
title | Quantum hydrogen tunneling promoting halogen-atom and group transfer chemistry |
title_full | Quantum hydrogen tunneling promoting halogen-atom and group transfer chemistry |
title_fullStr | Quantum hydrogen tunneling promoting halogen-atom and group transfer chemistry |
title_full_unstemmed | Quantum hydrogen tunneling promoting halogen-atom and group transfer chemistry |
title_short | Quantum hydrogen tunneling promoting halogen-atom and group transfer chemistry |
title_sort | quantum hydrogen tunneling promoting halogen atom and group transfer chemistry |
topic | Quantum hydrogen tunneling Halogen-atom and group transfer Carbon radicals Substituted cyclohexadiene Photocatalysis |
url | http://www.sciencedirect.com/science/article/pii/S2666554922001284 |
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