Please use this identifier to cite or link to this item: https://doi.org/10.1021/ic801690v
Title: Structures of copper complexes of the hybrid [SNS] ligand of bis(2-(benzylthio)ethyl)amine and facile catalytic formation of 1-benzyl-4-phenyl-1H-1,2,3-triazole through click reaction
Authors: Bai, S.-Q. 
Koh, L.L. 
Hor, T.S.A. 
Issue Date: 2-Feb-2009
Source: Bai, S.-Q., Koh, L.L., Hor, T.S.A. (2009-02-02). Structures of copper complexes of the hybrid [SNS] ligand of bis(2-(benzylthio)ethyl)amine and facile catalytic formation of 1-benzyl-4-phenyl-1H-1,2,3-triazole through click reaction. Inorganic Chemistry 48 (3) : 1207-1213. ScholarBank@NUS Repository. https://doi.org/10.1021/ic801690v
Abstract: A hybrid ligand, bis(2-(benzylthio)ethyl)amine (SNS), with an amine and two thioether donors reacts with Cu(II) to give mononuclear [CuCl2(SNS)] (1), [CuBr2(SNS)] (2), [Cu(OTf)2(SNS)(OH2)] (3), and an one-dimensional Cu(I) coordination polymer [Cu2I 2(SNS)]n (4). All complexes have been characterized by single-crystal X-ray diffraction analysis, and 1-3 were studied by EPR analysis at room temperature. Complexes 1 and 2 are penta-coordinated with a distorted square pyramidal metal supported by a tridentate SNS ligand on the basal plane. Complex 3 shows a tetragonally distorted octahedral sphere with two trans and weakly bonding monodentate triflates. A 12-membered ring in the solid lattice is formed by intermolecular H-bonding among the coordinated triflate and aqua ligands from four neighboring molecules. Complex 4, the only Cu(I) in this series, shows a coordination polymer chain [Cu4I4] n comprising tetrahedral Cu(I) centers stitched by the SNS ligand in a unique bridge-chelate mode in the form of a helix. All four complexes are catalytically active at room temperature in a copper-catalyzed azide-alkyne cycloaddition (CuAAA) three-component click reaction of benzyl chloride, sodium azide, and phenylacetylene in an aqueous MeCN mixture to give good isolated yields of 1-benzyl-4-phenyl-1H-1,2,3-triazole, without the use of a base or reducing agent. © 2009 American Chemical Society.
Source Title: Inorganic Chemistry
URI: http://scholarbank.nus.edu.sg/handle/10635/94924
ISSN: 00201669
DOI: 10.1021/ic801690v
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