Intermolecular hydrogen bonding of enantiomers of pantolactone studied by infrared and 1H-NMR spectroscopy.

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概要

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• Intermolecular associations of the enantiomers of pantolactone in carbon tetrachloride solution have been studied by infrared and <SUP>1</SUP>H-NMR spectroscopic methods. The spectroscopic data have been analyzed by the least squares method to obtain the association constants and thermodynamic parameters. It was found that pantolactone takes a cyclic dimer structure by dint of hydrogen bonding. The association constant for homochiral dimerization was obtained to be 8.9 mol<SUP>−1</SUP> dm<SUP>3</SUP> at 26°C and the enthalpy and entropy changes were −35 kJ mol<SUP>−1</SUP> and −97 J K<SUP>−1</SUP> mol<SUP>−1</SUP>, respectively. The association constant for heterochiral dimerization is just twice as large as that for homochiral dimerization, that is, no selective association exists between enantiomers.

• 公益社団法人 日本化学会の論文

著者

• Sugeta Hiromu

  Institute for Protein Research, Osaka University

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• Intermolecular hydrogen bonding of enantiomers of pantolactone studied by infrared and 1H-NMR spectroscopy.

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