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Current Organic Chemistry

Editor-in-Chief

ISSN (Print): 1385-2728
ISSN (Online): 1875-5348

Radical Additions of Thiols to Alkenes and Alkynes in Ionic Liquids

Author(s): Tommaso Lanza, Matteo Minozzi, Alessandro Monesi, Daniele Nanni, Piero Spagnolo and Cinzia Chiappe

Volume 13, Issue 17, 2009

Page: [1726 - 1732] Pages: 7

DOI: 10.2174/138527209789578072

Price: $65

Abstract

The radical addition of thiols to double and triple carbon-carbon bonds was examined in typical ionic liquids ([bmim][PF6], [bmim][Tf2N], and [bmim][BF4]) under different temperature/initiator conditions (i.e. 80-100 °C / AIBNVAZO ®, r.t. / triethylborane, r.t. / AIBN / UV radiation, r.t. / photoinitiator / UV radiation). All the addition products were usually obtained with high efficiencies and very good recyclability of the ionic liquid. In some cases, small but significant differences were noticed by changing the reaction medium from benzene to a ionic liquid. The possibility of applying this procedure to click-chemistry reactions with thiols/alkenes of biological interest is also discussed.


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