A study on aromatic C-H ⋯ X (X = N, O) hydrogen bonds in 1,2,4,5-tetrafluorobenzene clusters using infrared spectroscopy and ab initio calculations

V. Venkatesan, A. Fujii, N. Mikami

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21 Citations (Scopus)

Abstract

The (1:1) clusters of 1,2,4,5-tetrafluorobenzene (TFB) with CH 3CN, CH3OCH3, and NH3 were studied both experimentally and computationally. Using fluorescence-detected infrared (FDIR) spectroscopy, the aromatic C-H ⋯ X (X = N, O) hydrogen bond formation in the clusters was directly evidenced by a low-frequency shift and intensity enhancement of the aromatic C-H stretching vibration in the TFB moiety. The molecular structures, stabilization energies, and vibrational frequencies of the clusters were computed at the MP2/6-31+G* level. The observed low-frequency shifts of the aromatic C-H stretch in the clusters correlate with the proton affinities of the acceptor molecules.

Original languageEnglish
Pages (from-to)57-62
Number of pages6
JournalChemical Physics Letters
Volume409
Issue number1-3
DOIs
Publication statusPublished - 2005 Jun 20

ASJC Scopus subject areas

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

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