EFFECT OF STEREOCHEMISTRY ON HYDROXYL PROTON CHEMICAL-SHIFTS AND COUPLING-CONSTANTS IN CARBOHYDRATES

Authors
Citation
B. Adams et Le. Lerner, EFFECT OF STEREOCHEMISTRY ON HYDROXYL PROTON CHEMICAL-SHIFTS AND COUPLING-CONSTANTS IN CARBOHYDRATES, Magnetic resonance in chemistry, 32(4), 1994, pp. 225-230
Citations number
16
Categorie Soggetti
Spectroscopy,Chemistry
ISSN journal
07491581
Volume
32
Issue
4
Year of publication
1994
Pages
225 - 230
Database
ISI
SICI code
0749-1581(1994)32:4<225:EOSOHP>2.0.ZU;2-W
Abstract
Chemical shifts and coupling constants of hydroxyl protons for a serie s of simple carbohydrates are reported and several trends extracted: ( 1) chemical shifts are relatively independent of the experimental cond itions if referenced to water; (2) chemical shifts are sensitive to th e orientation of the HO group and its neighbors; and (3) coupling cons tants fall within a relatively narrow range, which is indicative of ro tational averaging. These observations suggest that NMR parameters of hydroxyl protons can provide important diagnostic information about th e stereochemistry of simple carbohydrates and may prove useful for ana lysis of more complex compounds.