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

Dalton Transactions Pub Date: 2013-11-05 DOI: 10.1039/C3DT52059E

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) ? 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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