A Continuous Flow Process for the Defluorosilylation of HFC-23 and HFO-1234yf

A continuous flow process has been developed for the defluorosilylation of trifluoromethane (HFC-23) and 2,3,3,3-tetrafluoropropene (HFO-1234yf) through reaction with lithium silanide reagents under inert conditions. Design of experiment optimization improved process conditions, including productivi...

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Bibliographic Details
Published in:Organic letters Vol. 26; no. 40; pp. 8605 - 8609
Main Authors: Patrick, Sarah L., Bull, James A., Miller, Philip W., Crimmin, Mark R.
Format: Journal Article
Language:English
Published: United States American Chemical Society 11-10-2024
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Summary:A continuous flow process has been developed for the defluorosilylation of trifluoromethane (HFC-23) and 2,3,3,3-tetrafluoropropene (HFO-1234yf) through reaction with lithium silanide reagents under inert conditions. Design of experiment optimization improved process conditions, including productivity, yields, reduction of solvent use, and gas destruction. The small chain fluorinated organosilane products R3SiCF2H and R3SiCH2C­(F)CF2 were competent nucleophiles in the fluoride-catalyzed difluoromethylation of aldehydes, and trifluoroallylation of aldehydes, ketones, and imines.
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Figure 2 and the SI description were corrected on October 2, 2024.
ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/acs.orglett.4c03274