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Copper(II)-dipicolinate-mediated clickable azide-alkyne cycloaddition in water as solvent

Abstract : 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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Submitted on : Wednesday, February 7, 2018 - 10:04:59 AM
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Lahoucine Bahsis, Hicham Ben El Ayouchia, Hafid Anane, Smail Triki, Miguel Julve, et al.. Copper(II)-dipicolinate-mediated clickable azide-alkyne cycloaddition in water as solvent. Journal of Coordination Chemistry, In press, ⟨10.1080/00958972.2018.1435870⟩. ⟨hal-01701698⟩



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