Issue 31, 2007

One-pot regioselective synthesis of 2I,3I-O-(o-xylylene)-capped cyclomaltooligosaccharides: tailoring the topology and supramolecular properties of cyclodextrins

Abstract

The α,α′-dibromo-o-xylylene cap has been installed at the secondary hydroxyls of a single glucopyranosyl residue in cyclodextrins in one pot and with total regioselectivity; the resulting cyclic ether acts as a removable hinge, allowing selective elaboration of the secondary face and modulating both the self-association and the inclusion capabilities of the hosts.

Graphical abstract: One-pot regioselective synthesis of 2I,3I-O-(o-xylylene)-capped cyclomaltooligosaccharides: tailoring the topology and supramolecular properties of cyclodextrins

Supplementary files

Article information

Article type
Communication
Submitted
16 Apr 2007
Accepted
15 May 2007
First published
08 Jun 2007

Chem. Commun., 2007, 3270-3272

One-pot regioselective synthesis of 2I,3I-O-(o-xylylene)-capped cyclomaltooligosaccharides: tailoring the topology and supramolecular properties of cyclodextrins

P. Balbuena, D. Lesur, M. J. G. Álvarez, F. Mendicuti, C. O. Mellet and J. M. G. Fernández, Chem. Commun., 2007, 3270 DOI: 10.1039/B705644C

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