Journal
SCIENTIFIC REPORTS
Volume 8, Issue -, Pages -Publisher
NATURE RESEARCH
DOI: 10.1038/s41598-018-29748-1
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Funding
- Asahi Glass Foundation
- ACT-C from the JST [JPMJCR12Z7]
- Tosoh Finechem Corporation
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( )A simple protocol to overcome the problematic trifluoromethylation of carbonyl compounds by the potent greenhouse gas HFC-23, fluoroform with a potassium base is described. Simply the use of glymes as a solvent or an additive dramatically improves the yields of this transformation. Experimental results and DFT calculations suggest that the beneficial effect deals with glyme coordination to the K+ to produce [K(polyether)(n)](+) whose diminished Lewis acidity renders the reactive anionoid CF3 counterion species more 'naked', thereby slowing down its undesirable decomposition to CF2 and F- and simultaneously increasing its reactivity towards the organic substrate.
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