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Issue 37, 2017
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A dinuclear copper(I) thiodiacetate complex as an efficient and reusable ‘click’ catalyst for the synthesis of glycoconjugates

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Abstract

We report herein the facile synthesis and structural characterization of a highly stable dinuclear Cu(I) complex, [(PPh3)2Cu(μ-tda)Cu(PPh3)2]·6H2O 1 (tda = thiodiacetate anion), in which the Cu–Cu distance is 7.197 Å. This “pre-formed” complex serves as an extremely efficient and recyclable homogeneous catalyst (2 mol%, 30 min) for CuAAC in dichloromethane solvent. The synthesis of a variety of glycoconjugates under ambient conditions is successfully achieved using 1 as a catalyst. The products are obtained in high yields and very short reaction times while complying with the “click protocols”. A simpler procedure solely involving the mixing of substrates with 1 (i.e. base free and solvent free) gave the corresponding glycoconjugate in 10 min using 2 mol% of the catalyst.

Graphical abstract: A dinuclear copper(i) thiodiacetate complex as an efficient and reusable ‘click’ catalyst for the synthesis of glycoconjugates

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Publication details

The article was received on 29 Jun 2017, accepted on 23 Aug 2017 and first published on 29 Aug 2017


Article type: Paper
DOI: 10.1039/C7DT02346D
Citation: Dalton Trans., 2017,46, 12705-12710
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    A dinuclear copper(I) thiodiacetate complex as an efficient and reusable ‘click’ catalyst for the synthesis of glycoconjugates

    N. Sareen, A. S. Singh, V. K. Tiwari, R. Kant and S. Bhattacharya, Dalton Trans., 2017, 46, 12705
    DOI: 10.1039/C7DT02346D

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