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

Xiaoyan Han; Zhiqiang Weng; David James Young; Guo Xin Jin; T. S. Andy Hor

doi:10.1039/c3dt52059e

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

Xiaoyan Han, Zhiqiang Weng, David James Young, Guo Xin Jin, T. S. Andy Hor

Research output: Contribution to journal › Article

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 CuO^tBu and N-substituted benzothiazolium halides and characterized by X-ray crystallography. Five structural motifs were observed, viz. M_xL _y 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.

Original language	English
Pages (from-to)	1305-1312
Number of pages	8
Journal	Dalton Transactions
Volume	43
Issue number	3
DOIs	https://doi.org/10.1039/c3dt52059e
Publication status	Published - 21 Jan 2014
Externally published	Yes

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Han, X., Weng, Z., Young, D. J., Jin, G. X., & Andy Hor, T. S. (2014). Stoichiometric sensitivity and structural diversity in click-active copper(I) N,S-heterocyclic carbene complexes. Dalton Transactions, 43(3), 1305-1312. https://doi.org/10.1039/c3dt52059e

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

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. MxL y 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) {\AA} 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.",

author = "Xiaoyan Han and Zhiqiang Weng and Young, {David James} and Jin, {Guo Xin} and {Andy Hor}, {T. S.}",

year = "2014",

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T1 - Stoichiometric sensitivity and structural diversity in click-active copper(I) N,S-heterocyclic carbene complexes

AU - Han, Xiaoyan

AU - Weng, Zhiqiang

AU - Young, David James

AU - Jin, Guo Xin

AU - Andy Hor, T. S.

PY - 2014/1/21

Y1 - 2014/1/21

N2 - 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. MxL y 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.

AB - 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. MxL y 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.

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DO - 10.1039/c3dt52059e

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JO - Dalton Transactions: an international journal of inorganic chemistry

JF - Dalton Transactions: an international journal of inorganic chemistry

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