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Hydrogen bonding in diethyl 2‐hydroxypropylphosphonate–an example of equilibrium between intramolecular and intermolecular bonding
Author(s) -
Gancarz Roman,
Latajka Rafał,
Małuszek Beata,
Kafarski Paweł
Publication year - 2000
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/(sici)1097-458x(200003)38:3<197::aid-mrc620>3.0.co;2-j
Subject(s) - chemistry , intramolecular force , intermolecular force , hydrogen bond , conformational isomerism , low barrier hydrogen bond , computational chemistry , nuclear magnetic resonance spectroscopy , crystallography , stereochemistry , molecule , organic chemistry
Abstract The conformations of diethyl 2‐hydroxypropylphosphonate in CDCl 3 were studied by means of NMR spectroscopy. This compound forms species in which intermolecular hydrogen bonding prevails in concentrated solutions whereas intramolecular bonds are predominant in dilute solutions. Usually both types of species exist in dynamic equilibrium and the formation of a certain hydrogen bond determines which of the conformers ( trans or gauche ) is predominant in a given solution. Copyright © 2000 John Wiley & Sons, Ltd.