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Synthesis of Ethenyl(phenyl)iodonium Triflate, [H 2 CCHIPh][OSO 2 CF 3 ], and Its Application as a Parent Vinyl Cation Equivalent
Author(s) -
Stang Peter,
Ullmann Jörg
Publication year - 1991
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199114691
Subject(s) - trifluoromethanesulfonate , nucleophile , electrophile , reagent , chemistry , catalysis , medicinal chemistry , polymer chemistry , organic chemistry
As a reactive, strongly electrophilic vinylating agent the title compound complements the known nucleophilic vinylation reagents. It reacts with catalytic amounts of silver triflate to give the parent vinyl triflate 1 and undergoes oxidative addition reactions with organometallic compounds. Reaction with Vaska's complex, for example, furnishes 2 .
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