Alkynylcopper(I) polymers and their use in a mechanistic study of alkyne-azide click reactions

被引：80

作者：

Buckley, Benjamin R. ^{[1
]}

Dann, Sandra E. ^{[1
]}

Harris, Daniel P. ^{[1
]}

Heaney, Harry ^{[1
]}

Stubbs, Emma C. ^{[1
]}

机构：

[1] Univ Loughborough, Dept Chem, Loughborough LE11 3TU, Leics, England

来源：

CHEMICAL COMMUNICATIONS | 2010年 / 46卷 / 13期

关键词：

1,4-DISUBSTITUTED 1,2,3-TRIAZOLES; 1,3-DIPOLAR CYCLOADDITION; COPPER; CATALYST; ACETYLIDES;

D O I：

10.1039/b924649e

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Polymeric dinuclear alkynylcopper(I) complexes, for example phenylethynylcopper(I), can be prepared by a robust method involving the interaction of terminal alkynes with copper(II) salts in acetonitrile. The use of the ladder polymers provides heterogeneous catalysts for copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions and provides important mechanistic information.

引用

页码：2274 / 2276

页数：3

共 38 条

[1] Enhanced reactivity of dinuclear Copper(I) acetylides in dipolar cycloadditions [J].

Ahlquist, Marten ;

Fokin, Valery V. .

ORGANOMETALLICS, 2007, 26 (18) :4389-4391

[2] Cu(I)-Catalyzed Huisgen Azide-Alkyne 1,3-Dipolar Cycloaddition Reaction in Nucleoside, Nucleotide, and Oligonucleotide Chemistry [J].

Amblard, Franck ;

Cho, Jong Hyun ;

Schinazi, Raymond F. .

CHEMICAL REVIEWS, 2009, 109 (09) :4207-4220

[3] NATURALLY-OCCURRING THIOPHENS .3. SYNTHESIS OF THIENYL-FURYL-ACETYLENE DERIVATIVES FROM CUPROUS ACETYLIDES [J].

ATKINSON, RE ;

CURTIS, RF ;

TAYLOR, JA .

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1967, (07) :578-&

[4]

BLAKE D, 1959, P CHEM SOC LONDON, P396

[5] CuI-catalyzed alkyne-azide "click" cycloadditions from a mechanistic and synthetic perspective [J].

Bock, VD ;

Hiemstra, H ;

van Maarseveen, JH .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 2006 (01) :51-68

[6] Click-chemistry-based bis-triazolylpyridine diphosphonate ligand for the sensitized luminescence of lanthanides in the solid state within the layers of γ-zirconium phosphate [J].

Brunet, Ernesto ;

Juanes, Olga ;

Jimenez, Laura ;

Carlos Rodriguez-Ubis, Juan .

TETRAHEDRON LETTERS, 2009, 50 (38) :5361-5363

[7] Ferrocene-β-Cyclodextrin Conjugates: Synthesis, Supramolecular Behavior, and Use as Electrochemical Sensors [J].

Casas-Solvas, Juan M. ;

Ortiz-Salmeron, Emilia ;

Fernandez, Ignacio ;

Garcia-Fuentes, Luis ;

Santoyo-Gonzalez, Francisco ;

Vargas-Berenguel, Antonio .

CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (33) :8146-8162

[8] Functionalized Chitosan as a Green, Recyclable, Biopolymer-Supported Catalyst for the [3+2] Huisgen Cycloaddition [J].

Chtchigrovsky, Melanie ;

Primo, Ana ;

Gonzalez, Philippe ;

Molvinger, Karine ;

Robitzer, Mike ;

Quignard, Francoise ;

Taran, Frederic .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (32) :5916-5920

[9] Structure determination of homoleptic AuI, AgI, and CuI aryl/alkylethynyl coordination polymers by X-ray powder diffraction [J].

Chui, SSY ;

Ng, MFY ;

Che, CM .

CHEMISTRY-A EUROPEAN JOURNAL, 2005, 11 (06) :1739-1749

[10] MACROCYCLIC ACETYLENIC COMPOUNDS .1. CYCLOTETRADECA-1,3-DIYNE AND RELATED COMPOUNDS [J].

EGLINTON, G ;

GALBRAITH, AR .

JOURNAL OF THE CHEMICAL SOCIETY, 1959, (MAR) :889-896

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