Journal
TETRAHEDRON LETTERS
Volume 46, Issue 39, Pages 6675-6678Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2005.07.143
Keywords
ionic liquids; carbenium ions; S(N)1
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The ionization of chlorobis(4-methoxyphenyl)methane (1-Cl) was performed in 1:1 mixtures of TFE/ILs (lLs[emim][Tf2N], [bmim][Tf2N], [bpy][Tf2N]), and TFE/CH3CN. The decay of the immediately formed carbenium ion 1(+) was followed by stopped flow, showing that the lifetime of this intermediate significantly decreases on going from CH3CN to [emim][Tf2N]. Ab initio calculations suggest an increase in the electrophilicity of the carbenium ion in ILs. (c) 2005 Elsevier Ltd. All rights reserved.
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