Fluorination of trimethylsilylfluoro- and trimethylsilyltetrafluorobenzenes with xenon difluoride

Fluorination of trimethylsilylfluoro- and trimethylsilyltetrafluorobenzenes with xenon difluoride Full article

Journal

Journal of Fluorine Chemistry
ISSN: 0022-1139

Output data

Year: 1998, Volume: 90, Number: 1, Pages: 93-96 Pages count : 4 DOI: 10.1016/S0022-1139(98)00164-X

Tags

trimethylsilylfluorobenzenes; trimethylsilyltetrafluorobenzenes; xenon difluoride; fluorination

Authors

Bardin V.V. ¹ , Frohn H.J. ²

Affiliations

1	Institute of Organic Chemistry, 630090 Novosibirsk, Russian Federation
2	Fachgebiet Anorganische Chemie, Gerhard-Mercator-Universität Duisburg, Lotharstr. 1, D-47048 Duisburg, Germany

Replacement of hydrogen or trimethylsilyl group by fluorine and the addition of two fluorine atoms to the aromatic ring were found in the reaction of XeF2 with I-trimethylsilyl-2,3,4,5- or 2,3,4,6-tetrafluorobenzenes in CH2Cl2 under BF3. OEt2 catalysis. Only addition of two fluorine atoms took place in the case of 1-trimethylsilyl-2,3,5,6-tetrafluorobenzene. The isomeric trimethylsilylfluorobenzenes underwent fluorodesilylation, fluorodeprotonation and protodesilylation. The assumed reaction pathways include both cation radicals and arylxenon(II) species as reactive intermediates. (C) 1998 Elsevier Science S.A. All rights reserved.

Bardin V.V. , Frohn H.J.
Fluorination of trimethylsilylfluoro- and trimethylsilyltetrafluorobenzenes with xenon difluoride
Journal of Fluorine Chemistry. 1998. V.90. N1. P.93-96. DOI: 10.1016/S0022-1139(98)00164-X WOS Scopus РИНЦ

Published print:

Jun 1, 1998

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