Issue 34, 2023

Tetracopper(i) thiolate- and amido-(SNS) complexes and copper-catalyzed azide–alkyne cycloaddition in water

Abstract

Two tetranuclear Cu(I) complexes bearing thiolate- and amido-SNS ligands were characterized by X-ray diffraction and mass spectrometry. Although the amido ligand undergoes irreversible N-protonation by the copper-bound alkyne, the thiolate complex demonstrates good activity in the copper-catalyzed azide–alkyne cycloaddition reaction with a variety of substrates. The base-free reactions are performed in water and afford excellent yields over 2 h at 70 °C. DFT calculations suggest a proton-shuttle role for the thiolate donor in formation of the initial dicopper σ,π-alkynyl intermediate.

Graphical abstract: Tetracopper(i) thiolate- and amido-(SNS) complexes and copper-catalyzed azide–alkyne cycloaddition in water

Supplementary files

Article information

Article type
Communication
Submitted
30 May 2023
Accepted
03 Aug 2023
First published
08 Aug 2023

Dalton Trans., 2023,52, 11768-11772

Tetracopper(I) thiolate- and amido-(SNS) complexes and copper-catalyzed azide–alkyne cycloaddition in water

A. Khanzadeh, S. Ataie and R. T. Baker, Dalton Trans., 2023, 52, 11768 DOI: 10.1039/D3DT01651J

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