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Issue 11, 2016
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Copper complexes bearing an NHC–calixarene unit: synthesis and application in click chemistry

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Abstract

The synthesis of N-heterocyclic carbene (NHC) copper complexes supported by calix[4]arene is reported. Mono-substituted calix[4]arene was prepared through conventional procedures, followed by the attachment of an imidazolyl group to create the precursor of NHC ligands. Alkylation with two alkyl bromides followed by metalation resulted in fully characterized original complexes. The X-ray structure showed an “out” conformation for copper. The catalytic activity of the complexes was studied in click chemistry, and revealed good performances. In particular, three new triazoles were synthesized in high yields, under solvent-free conditions and a fast reaction time. The newly synthesized chiral complex was tested in the kinetic resolution of racemic azide.

Graphical abstract: Copper complexes bearing an NHC–calixarene unit: synthesis and application in click chemistry

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Publication details

The article was received on 05 Jul 2016, accepted on 06 Sep 2016 and first published on 12 Sep 2016


Article type: Paper
DOI: 10.1039/C6NJ02089E
Citation: New J. Chem., 2016,40, 9477-9485
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    Copper complexes bearing an NHC–calixarene unit: synthesis and application in click chemistry

    B. Ourri, O. Tillement, T. Tu, E. Jeanneau, U. Darbost and I. Bonnamour, New J. Chem., 2016, 40, 9477
    DOI: 10.1039/C6NJ02089E

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