Literature DB >> 18219789

mu-Acetylide and mu-alkenylidene ligands in "click" triazole syntheses.

Bernd F Straub1.   

Abstract

In a computational investigation, dinuclear and tetranuclear copper acetylide complexes display both superior stability and higher reactivity in the CuAAC reaction than do mononuclear complexes due to favored dicopper(I,III) mu-alkenylidene fragments, instead of ring strain in a Cu=C=C intermediate.

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Year:  2007        PMID: 18219789     DOI: 10.1039/b706926j

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  22 in total

1.  Preparation of cyclodextrin chiral stationary phases by organic soluble catalytic 'click' chemistry.

Authors:  Yong Wang; Hui Chen; Yin Xiao; Cheong Hengq Ng; Ting Shan Oh; Timothy Thatt Yang Tan; Siu Choon Ng
Journal:  Nat Protoc       Date:  2011-06-09       Impact factor: 13.491

2.  On the regioselectivity of the mononuclear copper-catalyzed cycloaddition of azide and alkynes (CuAAC). A quantum chemical topological study.

Authors:  Saturnino Calvo-Losada; María Soledad Pino; José Joaquín Quirante
Journal:  J Mol Model       Date:  2014-03-25       Impact factor: 1.810

3.  Tripodal Amine Ligands for Accelerating Cu-Catalyzed Azide-Alkyne Cycloaddition: Efficiency and Stability against Oxidation and Dissociation.

Authors:  Zhiling Zhu; Haoqing Chen; Siheng Li; Xunmo Yang; Eric Bittner; Chengzhi Cai
Journal:  Catal Sci Technol       Date:  2017-04-26       Impact factor: 6.119

4.  Experimental investigation on the mechanism of chelation-assisted, copper(II) acetate-accelerated azide-alkyne cycloaddition.

Authors:  Gui-Chao Kuang; Pampa M Guha; Wendy S Brotherton; J Tyler Simmons; Lisa A Stankee; Brian T Nguyen; Ronald J Clark; Lei Zhu
Journal:  J Am Chem Soc       Date:  2011-08-16       Impact factor: 15.419

Review 5.  Copper-catalyzed azide-alkyne cycloaddition (CuAAC) and beyond: new reactivity of copper(I) acetylides.

Authors:  Jason E Hein; Valery V Fokin
Journal:  Chem Soc Rev       Date:  2010-03-04       Impact factor: 54.564

Review 6.  Computational studies on the regioselectivity of metal-catalyzed synthesis of 1,2,3 triazoles via click reaction: a review.

Authors:  Tayebeh Hosseinnejad; Bahareh Fattahi; Majid M Heravi
Journal:  J Mol Model       Date:  2015-09-18       Impact factor: 1.810

7.  Copper(I)-catalyzed cycloaddition of organic azides and 1-iodoalkynes.

Authors:  Jason E Hein; Jonathan C Tripp; Larissa B Krasnova; K Barry Sharpless; Valery V Fokin
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

Review 8.  Organic synthesis "on water".

Authors:  Arani Chanda; Valery V Fokin
Journal:  Chem Rev       Date:  2009-02       Impact factor: 60.622

9.  Direct evidence of a dinuclear copper intermediate in Cu(I)-catalyzed azide-alkyne cycloadditions.

Authors:  B T Worrell; J A Malik; V V Fokin
Journal:  Science       Date:  2013-04-04       Impact factor: 47.728

Review 10.  Advancements in the mechanistic understanding of the copper-catalyzed azide-alkyne cycloaddition.

Authors:  Regina Berg; Bernd F Straub
Journal:  Beilstein J Org Chem       Date:  2013-12-02       Impact factor: 2.883

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