Infrared and ab initio studies on 1,2,4,5-tetrafluorobenzene clusters with methanol and 2,2,2-trifluoroethanol: presence and absence of an aromatic C-H...O hydrogen bond.
The (1:1) clusters of 1,2,4,5-tetrafluorobenzene (TFB) with methanol and with 2,2,2-trifluoroethanol (TFE) were studied both experimentally and computationally. Through use of fluorescence-detected infrared spectroscopy, the (1:1) clusters were identified in supersonic jets. Intermolecular interactions in the clusters were characterized by the spectral shifts of the aromatic C-H stretching modes in the TFB moiety owing to the cluster formation. The molecular structures, stabilization energies, and vibrational frequencies of the clusters were computed at the MP2/6-31+G level. Both computational and experimental data indicate that an aromatic C-H...O hydrogen bond is present in the TFB-methanol cluster, while it is absent in the TFB-TFE cluster.
Venkatesan
V
V
Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan.
Fujii
A
A
Ebata
T
T
Mikami
N
N
D002244:Carbon / Q000737:chemistry*; D003198:Computer Simulation; D005464:Fluorobenzenes / Q000737:chemistry*; D006859:Hydrogen / Q000737:chemistry*; D006860:Hydrogen Bonding; D000432:Methanol / Q000737:chemistry*; D008968:Molecular Conformation; D015394:Molecular Structure; D010100:Oxygen / Q000737:chemistry*; D013055:Spectrophotometry, Infrared; D014270:Trifluoroethanol / Q000737:chemistry*; D014732:Vibration; D014867:Water / Q000737:chemistry
C520034:1,2,4,5-tetrafluorobenzene; D005464:Fluorobenzenes; D014867:Water; D002244:Carbon; D014270:Trifluoroethanol; D006859:Hydrogen; D010100:Oxygen; D000432:Methanol