Intramolecular versus intermolecular hydrogen bonding in solution

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Abstract

The balance between intra- and intermolecular hydrogen bonding is studied for a solution of methyl β-cellobioside in water and dimethylsulfoxide by 1H NMR and molecular dynamics simulations. In water O(3) predominantly interacts with water molecules, whereas in dimethylsulfoxide it is intramolecularly hydrogen bonded to O(5'). The temperature coefficient of the chemical shift of the hydroxy groups appears to be a reliable indicator of intermolecular hydrogen-bond formation, whereas the exchange rate is not.
Original languageEnglish
Pages (from-to)27-31
JournalJournal of Molecular Structure
Volume322
Issue number1
DOIs
Publication statusPublished - 1 Jun 1994

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