Geometrical consequences of fluorination and intermolecular hydrogen bond formation in fluoroformic acid and trifluoroacetic acid dimers from ab initio MO calculations

Gergely Szász, Konstantin B. Borisenko, I. Hargittai

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

The molecular structures of fluoroformic and trifluoroacetic acids and their dimers have been determined by ab initio molecular orbital calculations including electron correlation at the MP2 level with standard 6-31G* and 6-31+G* basis sets. Fluorination introduces geometrical changes as expected for a strong electron withdrawing substituent. Considerable intermolecular interactions were detected in the dimers accompanied by pronounced structural changes compared with the monomers, similarly to those observed for formic acid and acetic acid monomers/dimers, and described as consequences of resonance-assisted hydrogen bonding. The hydrogen bonding in the fluoroformic acid dimer appears to be somewhat stronger than in the trifluoroacetic acid dimer.

Original languageEnglish
Pages (from-to)111-119
Number of pages9
JournalJournal of Molecular Structure: THEOCHEM
Volume393
Issue number1-3 SPEC. ISS.
Publication statusPublished - Apr 21 1997

Fingerprint

Trifluoroacetic acid
Trifluoroacetic Acid
Fluorination
formic acid
fluorination
Halogenation
Hydrogen Bonding
Dimers
Hydrogen
Hydrogen bonds
dimers
Electrons
hydrogen bonds
acids
Acids
Molecular Structure
Acetic Acid
monomers
Monomers
Electron correlations

Keywords

  • Dimerization energies
  • Fluoroformic acid
  • Intermolecular hydrogen bond
  • Trifluoroacetic acid

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Computational Theory and Mathematics
  • Atomic and Molecular Physics, and Optics

Cite this

Geometrical consequences of fluorination and intermolecular hydrogen bond formation in fluoroformic acid and trifluoroacetic acid dimers from ab initio MO calculations. / Szász, Gergely; Borisenko, Konstantin B.; Hargittai, I.

In: Journal of Molecular Structure: THEOCHEM, Vol. 393, No. 1-3 SPEC. ISS., 21.04.1997, p. 111-119.

Research output: Contribution to journalArticle

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