Open AccessConformations and configurations of some chlorosulfated α- and β-D -pentopyranosyl chlorides
Author(s) -
Harold J. Jennings
Publication year - 1969
Publication title -
canadian journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.323
H-Index - 68
eISSN - 1480-3291
pISSN - 0008-4042
DOI - 10.1139/v69-188
Subject(s) - chemistry , chlorine , proton magnetic resonance , anomer , nuclear magnetic resonance spectroscopy , chloride , spectroscopy , chlorine atom , stereochemistry , spectral line , crystallography , organic chemistry , medicinal chemistry , nuclear magnetic resonance , physics , quantum mechanics , astronomy
The conformations of the fully chlorosulfated α- and β-D-xylopyranosyl and lyxopyranosyl chlorides in deuteriochloroform solution have been studied by proton magnetic resonance spectroscopy. The analysis of the spectra indicated that the anomeric effect is a factor in determining the conformational preference of the pentopyranosyl chlorides, as each existed predominantly in the conformation in which the chlorine was axial. A number of factors involving the synthesis of these chlorides have also been elucidated.