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SIMPLE 1 H NMR observation of cooperative hydrogen bonding in O ‐3′‐sucrose derivatives
Author(s) -
Christofides John C.,
Davies David B.
Publication year - 1985
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/mrc.1260230719
Subject(s) - chemistry , intramolecular force , hydrogen bond , nuclear magnetic resonance spectroscopy , residue (chemistry) , carbon 13 nmr , proton nmr , hydrogen , stereochemistry , computational chemistry , molecule , organic chemistry
Application of the SIMPLE NMR method (secondary isotope multiplet NMR of partially labelled entities) to O ‐3′‐sucrose derivatives in DMSO‐d 6 solution reveals the presence not only of the 1‐OH Fru…‐2‐OH Glu intramolecular hydrogen bond in 3,3′,4′,6′‐tetra‐ O ‐acety Isucrose, but also of an extensive hydrogen bond network in the glucose residue of 3′,6′‐di‐ O ‐benzoylsucrose, i.e. 2‐OH…3‐OH…4‐OH…6‐OH.
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