Geometrical consequences of resonance-assisted hydrogen bonding in 2-nitrovinyl alcohol and indication of a slight attractive O⋯H interaction in 2-nitroethanol. An ab initio molecular orbital investigation

Tereza Varnali, István Hargittai

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Abstract

Ab initio molecular orbital calculations on 2-nitrovinyl alcohol and 2-nitroethanol and their parent structures have been performed with a 6-31G** basis set, including electron correlation using second-order Møller-Plesset perturbation theory. There is resonance-assisted hydrogen bonding in 2-vinyl alcohol, as witnessed by a 1.75 Å long O⋯H interaction and considerable bond length changes in the rest of the molecule, as compared with nitroethylene and vinyl alcohol. Slight bond length changes in 2-nitroethanol point to some attractive O⋯H interaction even in 2-nitroethanol.

Original languageEnglish
Pages (from-to)315-319
Number of pages5
JournalJournal of Molecular Structure: THEOCHEM
Volume388
Issue number1-3
Publication statusPublished - Dec 11 1996

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Keywords

  • Ab initio calculation
  • Hydrogen bonding
  • Møller-Plesset perturbation theory
  • Nitrated alcohol
  • Resonance-assisted hydrogen bonding

ASJC Scopus subject areas

  • Biochemistry
  • Condensed Matter Physics
  • Physical and Theoretical Chemistry

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