Mono and difluorination of centers α to sulfonates and phosphonates using AcOF.

Saved in:
Bibliographic Details
Title: Mono and difluorination of centers α to sulfonates and phosphonates using AcOF.
Authors: Vints, Inna1, Gatenyo, Julia1, Rozen, Shlomo1 rozens@post.tau.ac.il
Source: Journal of Fluorine Chemistry. Feb2013, Vol. 146, p66-69. 4p.
Subjects: Fluorination, Sulfonates, Phosphonates, Hypofluorites, Fluorine, Anions, Chemical derivatives
Abstract: Acetyl hypofluorite, made easily from diluted fluorine and AcONa is very efficient in fluorinating anionic centers. Compounds containing the moieties−CH2SO2−or−COCH2PO−react with bases to create the corresponding anions which can react with AcOF to produce derivatives containing either the CHFSO2−or−COCHFPO−group. Larger excess of base and AcOF result in the difluoro compounds containing the−CF2SO2−or−COCF2PO−sub-structures. The fluorinations proceed fast and smoothly and usually with very good yield even when the base is dissolved in aqueous solution as is the case with K2CO3 or NaHCO3. [ABSTRACT FROM AUTHOR]
Copyright of Journal of Fluorine Chemistry is the property of Elsevier B.V. and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
Database: Engineering Source
Description
Abstract:Acetyl hypofluorite, made easily from diluted fluorine and AcONa is very efficient in fluorinating anionic centers. Compounds containing the moieties−CH2SO2−or−COCH2PO−react with bases to create the corresponding anions which can react with AcOF to produce derivatives containing either the CHFSO2−or−COCHFPO−group. Larger excess of base and AcOF result in the difluoro compounds containing the−CF2SO2−or−COCF2PO−sub-structures. The fluorinations proceed fast and smoothly and usually with very good yield even when the base is dissolved in aqueous solution as is the case with K2CO3 or NaHCO3. [ABSTRACT FROM AUTHOR]
ISSN:00221139
DOI:10.1016/j.jfluchem.2013.01.003