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Metal‐Free and Alkali‐Metal‐Catalyzed Synthesis of Isoureas from Alcohols and Carbodiimides
Authors:Arnaud Imberdis  Dr Guillaume Lefèvre  Dr Pierre Thuéry  Dr Thibault Cantat
Institution:NIMBE, CEA, CNRS, Université Paris-Saclay, CEA, Saclay, France
Abstract:The first addition of alcohols to carbodiimides catalyzed by transition‐metal‐free compounds employs 1,5,7‐triazabicyclo4.4.0]dec‐5‐ene (TBD) and its alkali metal salts. Isoureas are obtained in short reaction times and high yields when TBDK is used as the catalyst. Control of the coordination sphere of potassium with exogenous chelating ligands, in combination with mechanistic DFT calculations, demonstrated the role and positive influence of the alkali‐metal cation on the kinetics.
Keywords:alkali metals  carbodiimides  guanidines  isoureas  organocatalysis
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