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Efficacy of C–N Coupling Reactions with a New Multinuclear Copper Complex Catalyst and Its Dissociation into Mononuclear Species

  1. Yan Zou,
  2. Haisheng Lin,
  3. Paul A. Maggard,
  4. Alexander Deiters

Article first published online: 27 MAY 2011

DOI: 10.1002/ejoc.201100399

Issue

European Journal of Organic Chemistry

European Journal of Organic Chemistry

Volume 2011, Issue 22, pages 4154–4159, August 2011

Additional Information

How to Cite

Zou, Y., Lin, H., Maggard, P. A. and Deiters, A. (2011), Efficacy of C–N Coupling Reactions with a New Multinuclear Copper Complex Catalyst and Its Dissociation into Mononuclear Species. Eur. J. Org. Chem., 2011: 4154–4159. doi: 10.1002/ejoc.201100399

Author Information

  1. Department of Chemistry, North Carolina State University, Raleigh, NC 27695-8204, USA, Fax: +1-919-515-5079

Publication History

  1. Issue published online: 20 JUL 2011
  2. Article first published online: 27 MAY 2011
  3. Manuscript Received: 23 MAR 2011

Funded by

  • American Chemical Society Petroleum Research Fund. Grant Number: #46803-AC10
  • National Science Foundation (NSF). Grant Numbers: DMR-0644833, CHE-0846756

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Keywords:

  • Reaction mechanisms;
  • Nitrogen heterocycles;
  • C–N coupling;
  • Cross-cou­pling;
  • Arylation;
  • Copper;
  • ­Homogeneous catalysis

Abstract

A new tetranuclear copper(I)–pyridazine (pda)/rhenate hybrid has been synthesized under hydrothermal conditions and structurally characterized by X-ray crystallography. The activity of this catalyst, as well as its dissociation into mononuclear species, was investigated in homogeneous C–N arylation reactions. A variety of N-arylamides and -azoles were synthesized in good to excellent yields, revealing the effect of polynuclear versus mononuclear Cu complexation in this type of coupling reaction.

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