title: Triazabicyclodecene: an effective isotope exchange catalyst in CDCl(3).
abstract: We describe the first effective H/D exchange reaction with acidic substrates in CDCl(3) at room temperature. The particularly mild reaction conditions involved (solvent, base, and temperature) allow the chemoselective deuteration of ketones over esters. An NMR study was conducted with the aim of rationalizing the results obtained in the presence of TBD as catalyst.
authors.affiliation: Laboratoire de Synthèse Bio-Organique, UMR 7175/LC1-CNRS, Université Louis Pasteur de Strasbourg, B.P. 60024, 67401 Illkirch cedex, France.
authors.forename: Cyrille
authors.initials: C
authors.lastname: Sabot
authors.forename: Kanduluru Ananda
authors.initials: KA
authors.lastname: Kumar
authors.forename: Cyril
authors.initials: C
authors.lastname: Antheaume
authors.forename: Charles
authors.initials: C
authors.lastname: Mioskowski
mesh_terms: D001372:Aza Compounds / Q000737:chemistry*; D002384:Catalysis; D003903:Deuterium; D006574:Heterocyclic Compounds, 2-Ring / Q000737:chemistry*; D006843:Hydrocarbons, Chlorinated / Q000737:chemistry*; D006863:Hydrogen-Ion Concentration; D007659:Ketones / Q000737:chemistry; D015394:Molecular Structure
chemical_list: D001372:Aza Compounds; D006574:Heterocyclic Compounds, 2-Ring; D006843:Hydrocarbons, Chlorinated; D007659:Ketones; D003903:Deuterium