A Copper-Based Metal-Organic Framework as an Efficient and Reusable Heterogeneous Catalyst for Ullmann and Goldberg Type C-N Coupling Reactions

Molecules. 2015 Nov 27;20(12):21178-92. doi: 10.3390/molecules201219756.

Abstract

A highly porous metal-organic framework (Cu-TDPAT), constructed from a paddle-wheel type dinuclear copper cluster and 2,4,6-tris(3,5-dicarboxylphenylamino)-1,3,5-triazine (H₆TDPAT), has been tested in Ullmann and Goldberg type C-N coupling reactions of a wide range of primary and secondary amines with halobenzenes, affording the corresponding N-arylation compounds in moderate to excellent yields. The Cu-TDPAT catalyst could be easily separated from the reaction mixtures by simple filtration, and could be reused at least five times without any significant degradation in catalytic activity.

Keywords: C–N coupling; copper complex; heterogeneous catalysis; metal-organic frameworks.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amines / chemistry*
  • Catalysis
  • Copper / chemistry*
  • Molecular Structure
  • Organometallic Compounds / chemistry*
  • Triazines / chemistry*

Substances

  • Amines
  • Organometallic Compounds
  • Triazines
  • Copper