Intramolecular OH···FC hydrogen bonding in fluorinated carbohydrates: CHF is a better hydrogen bond acceptor than CF2.

An intramolecular bifurcated H-bond from the axial HO-2 group to the axial F-4 atom and to the O5 atom of α-D-hexopyranosides in apolar solvents is evidenced in (1)H NMR spectra. The H-accepting properties of the F atom are modulated by the orientation of the O-substituent at the C3 atom and by an a...

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Bibliografische gegevens
Hoofdauteurs: Giuffredi, G, Gouverneur, V, Bernet, B
Formaat: Journal article
Taal:English
Gepubliceerd in: 2013
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author Giuffredi, G
Gouverneur, V
Bernet, B
author_facet Giuffredi, G
Gouverneur, V
Bernet, B
author_sort Giuffredi, G
collection OXFORD
description An intramolecular bifurcated H-bond from the axial HO-2 group to the axial F-4 atom and to the O5 atom of α-D-hexopyranosides in apolar solvents is evidenced in (1)H NMR spectra. The H-accepting properties of the F atom are modulated by the orientation of the O-substituent at the C3 atom and by an additional F atom at the C4 atom.
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spelling oxford-uuid:5001f4ac-ecec-4235-9769-0e7dc616cbec2022-03-26T16:10:59ZIntramolecular OH···FC hydrogen bonding in fluorinated carbohydrates: CHF is a better hydrogen bond acceptor than CF2.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:5001f4ac-ecec-4235-9769-0e7dc616cbecEnglishSymplectic Elements at Oxford2013Giuffredi, GGouverneur, VBernet, BAn intramolecular bifurcated H-bond from the axial HO-2 group to the axial F-4 atom and to the O5 atom of α-D-hexopyranosides in apolar solvents is evidenced in (1)H NMR spectra. The H-accepting properties of the F atom are modulated by the orientation of the O-substituent at the C3 atom and by an additional F atom at the C4 atom.
spellingShingle Giuffredi, G
Gouverneur, V
Bernet, B
Intramolecular OH···FC hydrogen bonding in fluorinated carbohydrates: CHF is a better hydrogen bond acceptor than CF2.
title Intramolecular OH···FC hydrogen bonding in fluorinated carbohydrates: CHF is a better hydrogen bond acceptor than CF2.
title_full Intramolecular OH···FC hydrogen bonding in fluorinated carbohydrates: CHF is a better hydrogen bond acceptor than CF2.
title_fullStr Intramolecular OH···FC hydrogen bonding in fluorinated carbohydrates: CHF is a better hydrogen bond acceptor than CF2.
title_full_unstemmed Intramolecular OH···FC hydrogen bonding in fluorinated carbohydrates: CHF is a better hydrogen bond acceptor than CF2.
title_short Intramolecular OH···FC hydrogen bonding in fluorinated carbohydrates: CHF is a better hydrogen bond acceptor than CF2.
title_sort intramolecular oh···fc hydrogen bonding in fluorinated carbohydrates chf is a better hydrogen bond acceptor than cf2
work_keys_str_mv AT giuffredig intramolecularohfchydrogenbondinginfluorinatedcarbohydrateschfisabetterhydrogenbondacceptorthancf2
AT gouverneurv intramolecularohfchydrogenbondinginfluorinatedcarbohydrateschfisabetterhydrogenbondacceptorthancf2
AT bernetb intramolecularohfchydrogenbondinginfluorinatedcarbohydrateschfisabetterhydrogenbondacceptorthancf2