Electroreduction of unactivated alkenes using water as hydrogen source

被引:20
|
作者
Wang, Yanwei [1 ]
Wang, Qian [1 ]
Wu, Lei [2 ]
Jia, Kangping [1 ]
Wang, Minyan [2 ]
Qiu, Youai [1 ]
机构
[1] Nankai Univ, Coll Chem, Frontiers Sci Ctr New Organ Matter, State Key Lab & Inst Elementoorgan Chem, 94 Weijin Rd, Tianjin 300071, Peoples R China
[2] Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing 210023, Peoples R China
基金
国家重点研发计划; 中国国家自然科学基金;
关键词
PALLADIUM-CATALYZED REDUCTION; N-HETEROCYCLIC CARBENE; ALKYL-HALIDES; COMPLEXES; OLEFINS; ACTIVATION; EFFICIENT; ELECTROSYNTHESIS; CONSTRUCTION;
D O I
10.1038/s41467-024-47168-w
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
Herein, we report an electroreduction of unactivated alkyl alkenes enabled by [Fe]-H, which is provided through the combination of anodic iron salts and the silane generated in situ via cathodic reduction, using H2O as an H-source. The catalytic amounts of Si-additive work as an H-carrier from H2O to generate a highly active silane species in situ under continuous electrochemical conditions. This approach shows a broad substrate scope and good functional group compatibility. In addition to hydrogenation, the use of D2O instead of H2O provides the desired deuterated products in good yields with excellent D-incorporation (up to >99%). Further late-stage hydrogenation of complex molecules and drug derivatives demonstrate potential application in the pharmaceutical industry. Mechanistic studies are performed and provide support for the proposed mechanistic pathway.
引用
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页数:10
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