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Nouvelle publication de l’équipe Ciel : « Copper(II)-dipicolinate-mediated clickable azide-alkyne cycloaddition in water as solvent«
Lahoucine Bahsis, Hicham Ben El Ayouchia, Hafid Anane, Smail Triki, Miguel Julve & Salah-Eddine Stiriba
DOI: 10.1080/00958972.2018.1435870
Copper(II)-dipicolinate complex [CuIIL(H2O)2] (1) (H2L = dipicolinic acid (H2dipic)) was synthesized via oxidation of copper(I) iodide and pyridine-2,6-dicarboxylic acid in water and acetonitrile in the presence of glycine. Complex 1 was characterized by FT-IR and elemental analysis and its structure confirmed by single crystal X-ray analysis. This complex is an efficient precatalyst that mediates azide-alkyne cycloaddition reactions in water at room temperature either in the absence or presence of a reducing agent. Compound 1-mediated azide-alkyne cycloaddition affords alkyl/aryl substituted 1,2,3-triazole heterocycles in a regioselective manner and excellent yields under very mild reaction conditions matching the criteria of greener protocols.
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New publication of Ciel Team : « Copper(II)-dipicolinate-mediated clickable azide-alkyne cycloaddition in water as solvent«
Lahoucine Bahsis, Hicham Ben El Ayouchia, Hafid Anane, Smail Triki, Miguel Julve & Salah-Eddine Stiriba
DOI: 10.1080/00958972.2018.1435870
Copper(II)-dipicolinate complex [CuIIL(H2O)2] (1) (H2L = dipicolinic acid (H2dipic)) was synthesized via oxidation of copper(I) iodide and pyridine-2,6-dicarboxylic acid in water and acetonitrile in the presence of glycine. Complex 1 was characterized by FT-IR and elemental analysis and its structure confirmed by single crystal X-ray analysis. This complex is an efficient precatalyst that mediates azide-alkyne cycloaddition reactions in water at room temperature either in the absence or presence of a reducing agent. Compound 1-mediated azide-alkyne cycloaddition affords alkyl/aryl substituted 1,2,3-triazole heterocycles in a regioselective manner and excellent yields under very mild reaction conditions matching the criteria of greener protocols.
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