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Direct fluorination of diarylacetylenes to diaryltetrafluoroethanes with convenient F2 equivalent nitrosonium tetrafluoroborate-pyridinium polyhydrogen fluoride

Authors :
York, Chentao
Prakash, G.K. Surya
Olah, George A.
Source :
Journal of Organic Chemistry. Oct 21, 1994, Vol. 59 Issue 21, p6493, 2 p.
Publication Year :
1994

Abstract

Nitrosonium tetrafluoroborate and pyridinium polyhydrogen fluoride (PPHF) reagent system function as F2 equivalent reagent in the direct one-step fluorination of diarylacetylenes to diaryltetrafluoroethanes. Fluorination of 1-phenyl-1-butyne by this system leads to the formation of 1-phenyl-1,1,2,2-tetrafluorobutane and 1-phenyl-1,1, 2-trifluoro-2-butene. Mechanistic study reveals the initial formation of NOF, followed by addition, protonation and nucleophilic displacement steps.

Details

ISSN :
00223263
Volume :
59
Issue :
21
Database :
Gale General OneFile
Journal :
Journal of Organic Chemistry
Publication Type :
Academic Journal
Accession number :
edsgcl.16504410