Convergent synthesis and inclusion properties of novel Cn-symmetric triazole-linked cycloglucopyranosides

Mauro Lo Conte; Davide Grotto; Angela Chambery; Alessandro Dondoni; Alberto Marra

doi:10.1039/C0CC04127K

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Convergent synthesis and inclusion properties of novel C_n-symmetric triazole-linked cycloglucopyranosides†

Mauro Lo Conte,^a Davide Grotto,^a Angela Chambery,^b Alessandro Dondoni^a and Alberto Marra*^a

Author affiliations

* Corresponding authors

^a Dipartimento di Chimica, Laboratorio di Chimica Organica, Università di Ferrara, Via L. Borsari 46, 44100 Ferrara, Italy
E-mail: mra@unife.it
Fax: +39 0532 240709
Tel: +39 0532 455156

^b Dipartimento di Scienze della Vita, II Università di Napoli, Via Vivaldi 43, 81100 Caserta, Italy

Abstract

We present a convergent synthetic approach based on CuAAC to three carbon-linked cycloglucopyranosides displaying two, four, and six sugar residues, respectively, and triazole rings as interglycosidic spacers. The term with the largest cavity proved to serve as the host of 8-anilino-1-naphthalene-sulfonate.

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Supplementary files

Syntheses, characterization data and NMR spectra of all new compounds PDF (15394K)

Article information

DOI: https://doi.org/10.1039/C0CC04127K
Article type: Communication
Submitted: 29 Sep 2010
Accepted: 05 Nov 2010
First published: 22 Nov 2010

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Chem. Commun., 2011,47, 1240-1242

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Convergent synthesis and inclusion properties of novel C_n-symmetric triazole-linked cycloglucopyranosides

M. L. Conte, D. Grotto, A. Chambery, A. Dondoni and A. Marra, Chem. Commun., 2011, 47, 1240 DOI: 10.1039/C0CC04127K

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