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Electrophilic fluorination of aromatic compounds with NF type reagents: kinetic isotope effects and mechanism by Gennady I. Borodkin; Pavel A. Zaikin; Vyacheslav G. Shubin is a Chemistry article available to read on EtoBox.

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H/D Isotope effects in fluorination of aromatic compounds with NF type reagents have been studied to reveal the reaction mechanism. The results obtained are consistent with a polar S E Ar mechanism. Small deuterium isotope effects (k H /k D = 0.86-0.99) show that decomposition of a Wheland-type intermediate is not rate determining. The first example of a 1,2-hydrogen shift accompanying electrophilic fluorination of arenes has been observed in the fluorination of 1,3,5-trideuterobenzene.

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Author

Gennady I. Borodkin; Pavel A. Zaikin; Vyacheslav G. Shubin

Publisher

Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0040-4039)

Published

2006

Language

EN

Field

Chemistry (Physical Sciences)