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Article: 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

TitleStructures 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
Issue Date2009
Citation
Inorganic Chemistry, 2009, v. 48, n. 3, p. 1207-1213 How to Cite?
AbstractA 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.
Persistent Identifierhttp://hdl.handle.net/10722/219599
ISSN
2015 Impact Factor: 4.82
2015 SCImago Journal Rankings: 1.873

 

DC FieldValueLanguage
dc.contributor.authorBai, Shi Qiang-
dc.contributor.authorKoh, Lip Lin-
dc.contributor.authorHor, T. S Andy-
dc.date.accessioned2015-09-23T02:57:29Z-
dc.date.available2015-09-23T02:57:29Z-
dc.date.issued2009-
dc.identifier.citationInorganic Chemistry, 2009, v. 48, n. 3, p. 1207-1213-
dc.identifier.issn0020-1669-
dc.identifier.urihttp://hdl.handle.net/10722/219599-
dc.description.abstractA 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.-
dc.languageeng-
dc.relation.ispartofInorganic Chemistry-
dc.titleStructures 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-
dc.typeArticle-
dc.description.natureLink_to_subscribed_fulltext-
dc.identifier.doi10.1021/ic801690v-
dc.identifier.scopuseid_2-s2.0-61449101763-
dc.identifier.volume48-
dc.identifier.issue3-
dc.identifier.spage1207-
dc.identifier.epage1213-

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