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 journalArticleResearchpeer-review

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) 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 languageEnglish
Pages (from-to)1305-1312
Number of pages8
JournalDalton Transactions
Volume43
Issue number3
DOIs
Publication statusPublished - 21 Jan 2014
Externally publishedYes

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Copper
Alkynes
Azides
Cycloaddition
X ray crystallography
carbene
Catalyst activity
Catalysts

Cite this

Han, Xiaoyan ; Weng, Zhiqiang ; Young, David James ; Jin, Guo Xin ; Andy Hor, T. S. / Stoichiometric sensitivity and structural diversity in click-active copper(I) N,S-heterocyclic carbene complexes. In: Dalton Transactions. 2014 ; Vol. 43, No. 3. pp. 1305-1312.
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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.",
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Stoichiometric sensitivity and structural diversity in click-active copper(I) N,S-heterocyclic carbene complexes. / Han, Xiaoyan; Weng, Zhiqiang; Young, David James; Jin, Guo Xin; Andy Hor, T. S.

In: Dalton Transactions, Vol. 43, No. 3, 21.01.2014, p. 1305-1312.

Research output: Contribution to journalArticleResearchpeer-review

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