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Chemical-Reductant-Free Electrochemical Deuteration Reaction using Deuterium Oxide |
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| Authors: | Xu Liu Ruoyu Liu Jiaxing Qiu Prof?Dr Xu Cheng Prof?Dr Guigen Li |
| Institution: | 1. Institute of Chemistry and Biomedical Sciences, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, National Demonstration Center for, Experimental Chemistry Education, Nanjing University, Nanjing, 210023 China;2. Institute of Chemistry and Biomedical Sciences, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, National Demonstration Center for, Experimental Chemistry Education, Nanjing University, Nanjing, 210023 China
Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, TX, USA |
| Abstract: | We report a method for the electrochemical deuteration of α,β-unsaturated carbonyl compounds under catalyst- and external-reductant-free conditions, with deuteration rates as high as 99 % and yields up to 91 % in 2 h. The use of graphite felt for both the cathode and the anode was key to ensuring chemoselectivity and high deuterium incorporation under neutral conditions without the need for an external reductant. This method has a number of advantages over previously reported deuteration reactions that use stoichiometric metallic reductants. Mechanistic experiments showed that O2 evolution at the anode not only eliminates the need for an external reductant but also regulates the pH of the reaction mixture, keeping it approximately neutral. |
| Keywords: | deuteration D2O electrochemistry graphite felt oxygen evolution |