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.
Current Organic Chemistry
Title: Radical Additions of Thiols to Alkenes and Alkynes in Ionic Liquids
Volume: 13 Issue: 17
Author(s): Tommaso Lanza, Matteo Minozzi, Alessandro Monesi, Daniele Nanni, Piero Spagnolo and Cinzia Chiappe
Affiliation:
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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Cite this article as:
Lanza Tommaso, Minozzi Matteo, Monesi Alessandro, Nanni Daniele, Spagnolo Piero and Chiappe Cinzia, Radical Additions of Thiols to Alkenes and Alkynes in Ionic Liquids, Current Organic Chemistry 2009; 13 (17) . https://dx.doi.org/10.2174/138527209789578072
DOI https://dx.doi.org/10.2174/138527209789578072 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
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