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F‐Amphiphilic 1,2,3‐Triazoles by Unexpected Intramolecular Cyclisation of Vinyl Azides
Author(s) -
Mayot Estelle,
Lemière Pascal,
GérardinCharbonnier Christine
Publication year - 2008
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200700924
Subject(s) - chemistry , intramolecular force , azide , amphiphile , alkylation , ionic bonding , catalysis , combinatorial chemistry , polymer chemistry , copolymer , ion , medicinal chemistry , organic chemistry , polymer
A series of fluoroalkylated 1,2,3‐triazoles have been synthetised in significant yields through unexpected intramolecular cyclisations of vinyl azides bearing electron‐withdrawing groups. The mechanism proposed in this study implies the participation of a catalytic amount of azide ions in the cyclisations of the vinyl azides to triazoles. The study includes the alkylation of these compounds with various alkylating agents and the evaluation of the surface activities of the ionic derivatives.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)