Infrared spectra and structures of aniline+-furan and aniline+-phenol. Preference between π-type and σ-type hydrogen-bonded structures

Yoshiki Honkawa, Yoshiya Inokuchi, Kazuhiko Ohashi, Nobuyuki Nishi, Hiroshi Sekiya

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

Infrared photodissociation spectra of aniline+-M (M=thiophene, furan and phenol) are measured in the 2700-3700 cm-1 region and analyzed by density functional theory calculations. Only a structure involving a π-type hydrogen bond is found for aniline+- thiophene. Two structural isomers are identified for aniline+-furan and aniline+-phenol, which have either a π-type or a σ-type hydrogen bond, where an amino proton of aniline+ interacts with the π-electrons or the oxygen atom of the neutral molecules, respectively. The isomer with a σ-type hydrogen bond is more stable for aniline+-phenol, while less stable for aniline+-furan.

Original languageEnglish
Pages (from-to)244-250
Number of pages7
JournalChemical Physics Letters
Volume376
Issue number1-2
DOIs
Publication statusPublished - Jul 17 2003

All Science Journal Classification (ASJC) codes

  • Physics and Astronomy(all)
  • Physical and Theoretical Chemistry

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