Journal
POLYMER CHEMISTRY
Volume 2, Issue 1, Pages 107-113Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c0py00260g
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Funding
- European Regional Development Fund (ERDF)
- AWM
- EPSRC
- China Scholarship Council
- EU [235999]
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In this paper we investigate the optimum procedure for the post-polymerisation modification of alkyne-bearing polymer scaffolds with glycosyl azides. We first elaborate the one-pot synthesis of glycosyl azides, in aqueous solution, without the need for protecting groups and in multigram scale. Using these azides, the ligand tris[(1-benzyl-1H-1,2,3-triazol-4-yl) methyl] amine (TBTA) was shown to give the fastest kinetics for the 'click' reaction at ambient temperature, and was used to prepare homogenous oligosaccharide-modified glycopolymers. The terminal sugars of these oligosaccharides were used to introduce a-linked glucose which is typically synthetically challenging.
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