4.8 Article

A Highly Active Catalyst for Huisgen 1,3-Dipolar Cycloadditions Based on the Tris(triazolyl)methanol-Cu(I) Structure

Journal

ORGANIC LETTERS
Volume 11, Issue 20, Pages 4680-4683

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol9018776

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Funding

  1. MICINN [CTQ2008-00947/BQU]
  2. DIUE [2005SGR225]
  3. Consolider Ingenio 2010 [CSD2006-0003]
  4. ICIQ Foundation

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A new tris(1-benzyl-1H-1,2,3-triazol-4-yl)methanol ligand 3 has been prepared by a triple Cu(I)-catalyzed alkyne-azide 1,3-dipolar cycloaddition (CuAAC). Ligand 3 forms a stable complex with CuCl, which catalyzes the Huisgen 1,3-dipolar cycloaddition on water or under neat conditions. Low catalyst loadings, short reaction times at room temperature, and compatibility with free amino groups make 3-CuCl an outstanding catalyst for CuAAC.

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