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Reaction of Singlet Oxygen with Thioanisole in Ionic Liquids: a Solvent Induced Mechanistic Dichotomy.

  作者 Baciocchi, Enrico;Chiappe, Cinzia;Del Giacco, Tiziana;Fasciani, Chiara;Lanzalunga, Osvaldo;Lapi, Andrea;Melai, Bernardo;  
  选自 期刊  Organic Letters;  卷期  2009年11-6;  页码  1413-1416  
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[摘要]A study of the reaction of thioanisole with singlet oxygen in pyrrolidinium- and imidazolium-based ionic liqs. has been carried out. In these solvents, thioanisole shows a strongly enhanced reactivity with respect to mol. 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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