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- Publisher Website: 10.1021/ic801690v
- Scopus: eid_2-s2.0-61449101763
- PMID: 19123783
- WOS: WOS:000262782900057
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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
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 |
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Authors | |
Issue Date | 2009 |
Citation | Inorganic Chemistry, 2009, v. 48, n. 3, p. 1207-1213 How to Cite? |
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. |
Persistent Identifier | http://hdl.handle.net/10722/219599 |
ISSN | 2023 Impact Factor: 4.3 2023 SCImago Journal Rankings: 0.928 |
ISI Accession Number ID |
DC Field | Value | Language |
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dc.contributor.author | Bai, Shi Qiang | - |
dc.contributor.author | Koh, Lip Lin | - |
dc.contributor.author | Hor, T. S Andy | - |
dc.date.accessioned | 2015-09-23T02:57:29Z | - |
dc.date.available | 2015-09-23T02:57:29Z | - |
dc.date.issued | 2009 | - |
dc.identifier.citation | Inorganic Chemistry, 2009, v. 48, n. 3, p. 1207-1213 | - |
dc.identifier.issn | 0020-1669 | - |
dc.identifier.uri | http://hdl.handle.net/10722/219599 | - |
dc.description.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. | - |
dc.language | eng | - |
dc.relation.ispartof | Inorganic Chemistry | - |
dc.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 | - |
dc.type | Article | - |
dc.description.nature | link_to_subscribed_fulltext | - |
dc.identifier.doi | 10.1021/ic801690v | - |
dc.identifier.pmid | 19123783 | - |
dc.identifier.scopus | eid_2-s2.0-61449101763 | - |
dc.identifier.volume | 48 | - |
dc.identifier.issue | 3 | - |
dc.identifier.spage | 1207 | - |
dc.identifier.epage | 1213 | - |
dc.identifier.isi | WOS:000262782900057 | - |
dc.identifier.issnl | 0020-1669 | - |