A Continuous\nFlow Process for the Defluorosilylation\nof HFC-23 and HFO-1234yf

A continuous flow\nprocess has been developed for the defluorosilylation\nof trifluoromethane (HFC-23) and 2,3,3,3-tetrafluoropropene (HFO-1234yf)\nthrough reaction with lithium silanide reagents under inert conditions.\nDesign of experiment optimization improved process conditions, including\nproductivity, yields, reduction of solvent use, and gas destruction.\nThe small chain fluorinated organosilane products R<sub>3</sub>SiCF<sub>2</sub>H and R<sub>3</sub>SiCH<sub>2</sub>C(F)CF<sub>2</sub> were competent nucleophiles in the fluoride-catalyzed difluoromethylation\nof aldehydes, and trifluoroallylation of aldehydes, ketones, and imines.

Publication Details

Journal
Figshare
Published
2024-10-01
DOI
https://doi.org/10.1021/acs.orglett.4c03274.s001
Primary Topic
Fluorine in Organic Chemistry
Type
article
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article

A Continuous\nFlow Process for the Defluorosilylation\nof HFC-23 and HFO-1234yf

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Fluorine in Organic Chemistry
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A Continuous\nFlow Process for the Defluorosilylation\nof HFC-23 and HFO-1234yf

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Abstract

A continuous flow\nprocess has been developed for the defluorosilylation\nof trifluoromethane (HFC-23) and 2,3,3,3-tetrafluoropropene (HFO-1234yf)\nthrough reaction with lithium silanide reagents under inert conditions.\nDesign of experiment optimization improved process conditions, including\nproductivity, yields, reduction of solvent use, and gas destruction.\nThe small chain fluorinated organosilane products R<sub>3</sub>SiCF<sub>2</sub>H and R<sub>3</sub>SiCH<sub>2</sub>C(F)CF<sub>2</sub> were competent nucleophiles in the fluoride-catalyzed difluoromethylation\nof aldehydes, and trifluoroallylation of aldehydes, ketones, and imines.

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Openalex Percentile: Top 78%
Fluorine in Organic Chemistry
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A Continuous\nFlow Process for the Defluorosilylation\nof HFC-23 and HFO-1234yf · Figshare (2024) | TGRS Research Map | TGRS