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Issue 3, 2014
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Stoichiometric sensitivity and structural diversity in click-active copper(i) N,S-heterocyclic carbene complexes

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Abstract

A series of novel Cu(I) N,S-heterocyclic carbene (NSHC) complexes [Cu(μ-Br)(NSHC)]2, [Cu(μ-X)(NSHC)]4 (X = Br or I), [(NSHC)2Cu(μ-Br)2Cu(NSHC)], and [(NSHC)2CuBr] have been isolated from in situ generated CuOtBu and N-substituted benzothiazolium halides and characterized by X-ray crystallography. Five structural motifs were observed, viz. MxLy where x : y = 2 : 2, 4 : 4, 2 : 3, 1 : 2 and 2 : 4, with Cu⋯Cu separation traversing over a wide range of 2.5626(7) to 3.4725(7) Å distances. A preliminary investigation of the catalytic activity of these compounds indicated that the unusual mononuclear complex 6 [(NSHC)2CuBr] is an active catalyst for the Huisgen 1,3-dipolar cycloaddition of azide and alkynes while complexes 1–5 and 7 were marginally less active.

Graphical abstract: Stoichiometric sensitivity and structural diversity in click-active copper(i) N,S-heterocyclic carbene complexes

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Supplementary files

Article information


Submitted
30 Jul 2013
Accepted
13 Oct 2013
First published
05 Nov 2013

Dalton Trans., 2014,43, 1305-1312
Article type
Paper

Stoichiometric sensitivity and structural diversity in click-active copper(I) N,S-heterocyclic carbene complexes

X. Han, Z. Weng, D. J. Young, G. Jin and T. S. Andy Hor, Dalton Trans., 2014, 43, 1305
DOI: 10.1039/C3DT52059E

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