Journal
ORGANIC LETTERS
Volume 11, Issue 6, Pages 1413-1416Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol900140w
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- MIUR
- La Sapienza University of Rome
- University of Pisa
- University of Perugia
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A study of the reaction of thioanisole with singlet oxygen in pyrrolidinium- and imidazolium-based ionic liquids has been carried out. In these solvents, thioanisole shows a strongly enhanced reactivity with respect to molecular aprotic solvents, probably due to a stabilization of the persulfoxide intermediate in the ionic medium. Product isotope effects suggest a mechanistic change ongoing from pyrrolidinium to imidazolium solvents.
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