Journal
CHEMICAL COMMUNICATIONS
Volume 56, Issue 16, Pages 2435-2438Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c9cc08975f
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Funding
- National Natural Science Foundation of China [21702145, 51825102]
- Natural Science Foundation of Tianjin City [19JCYBJC17700, 18JCYBJC89500]
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The initiator-free electrochemical trifluoromethylsilylation and cyanosilylation of aldehydes were developed in an undivided cell. A DFT study reveals that the direct cathodic activation of trimethylsilyl reagents significantly released the congestion around the 'Si' atom, allowing the Si-O bond affinity to form concerted anion intermediates with aldehydes. Thus, intramolecular -CF3 and -CN migration make the reactions much easier to carry out without initiators.
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