Metal-free and Alkali-metal-catalyzed Synthesis of Isoureas from Alcohols and Carbodiimides - CEA - Commissariat à l’énergie atomique et aux énergies alternatives Access content directly
Journal Articles Angewandte Chemie Year : 2018

Metal-free and Alkali-metal-catalyzed Synthesis of Isoureas from Alcohols and Carbodiimides

Abstract

The first addition of alcohols to carbodiimides catalyzed by transition metal-free compounds is reported, using 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) and its alkali metal salts. Isoureas are obtained in short reaction times and high yields, using TBDK. Control of the coordination sphere of potassium with exogenous chelating ligands, combined with mechanistic DFT calculations, demonstrates the role and positive influence of the alkali cation on the kinetics.
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Dates and versions

cea-01700617 , version 1 (05-02-2018)

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Arnaud Imberdis, Guillaume Lefèvre, Pierre Thuéry, Thibault Cantat. Metal-free and Alkali-metal-catalyzed Synthesis of Isoureas from Alcohols and Carbodiimides. Angewandte Chemie, 2018, 130, pp.3138-3142. ⟨10.1002/ange.201711737⟩. ⟨cea-01700617⟩
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