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Synthesis and 13C NMR Spectroscopy of Model Compounds for the Microstructure Analysis of Poly(Vinyl Glycoside)s

✍ Scribed by Jialong Yuan; Holger Frauenrath

Publisher: John Wiley and Sons
Year: 2008
Tongue: English
Weight: 298 KB
Volume: 2009
Category: Article
ISSN: 1434-193X
DOI: 10.1002/ejoc.200800798

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✦ Synopsis

Abstract

A series of glycosylated diol and triol derivatives was synthesized in order to serve as model compounds for the analysis of the stereochemistry, regiochemistry, and defect structures of poly(vinyl glycoside)s. ^13^C NMR spectroscopic analysis of these compounds revealed that the attached chiral carbohydrate substituents induced a strong correlation of the chemical shifts of both the anomeric C and the α‐C atom of the aglycon with the absolute configuration of the latter. The influence of the stereoconfiguration of β‐ and γ‐C atoms as well as the regiochemistry of the aglycon on the chemical shifts of the α‐C and the anomeric C atom was also investigated. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

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