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Model parameters for the analysis of skew conformations of carbohydrates by p.m.r. spectroscopy

Authors
Journal
Carbohydrate Research
0008-6215
Publisher
Elsevier
Publication Date
Volume
13
Issue
3
Identifiers
DOI: 10.1016/s0008-6215(00)80589-3
Disciplines
  • Chemistry

Abstract

Abstract The p.m.r. spectrum of 3- O-benzoyl-1,2,4- O-benzylidyne-α- d-ribopyranose 1 ( 1) at 100 MHz has been analyzed by an iterative, least-squares method. The resulting geminal, vicinal, and long-range coupling-constants have been correlated with the stereochemistry of the locked, skew conformation of 1, and used to test applicability of equations that relate coupling constant to dihedral angle. The mean deviation of the approximate proton-proton dihedral angles as calculated from a Karplus equation from those measured from a molecular model was 11°.

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