Halogen bonding in iodo-perfluoroalkane/pyridine mixtures

Haiyan Fan, Jeffrey K. Eliason, C. Diane Moliva A., Jason L. Olson, Scott M. Flancher, M. W. Gealy, Darin J. Ulness

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

Mole fraction and temperature studies of halogen bonding between 1-iodo-perfluorobutane, 1-iodoperfluorohexane, or 2-iodo-perfluoropropane and pyridine were performed using noisy light-based coherent anti-Stokes Raman scattering (I(2) CARS) spectroscopy. The ring breathing mode of pyridine both is highly sensitive to halogen bonding and provides a strong I(2) CARS signal. As the lone pair electrons from the pyridinyl nitrogen interact with the σ-hole on the iodine from the iodo-perfluoroalkane, the ring breathing mode of pyridine blue-shifts proportionately with the strength of the interaction. The measured blue shift for halogen bonding of pyridine and all three iodo-perfluoroalkanes is comparable to that for hydrogen bonding between pyridine and water. 2-Iodo-perfluoropropane displays thermodynamic behavior that is different from that of the 1-iodo-perfluoroalkanes, which suggests a fundamental difference at the molecular level. A potential explanation of this difference is offered and discussed.

Original languageEnglish
Pages (from-to)14052-14059
Number of pages8
JournalJournal of Physical Chemistry A
Volume113
Issue number51
DOIs
Publication statusPublished - Dec 24 2009
Externally publishedYes

Fingerprint

perfluoroalkane
Halogens
perflutren
halogens
pyridines
breathing
blue shift
rings
Iodine
iodine
Raman scattering
Hydrogen bonds
Nitrogen
pyridine
Spectroscopy
Thermodynamics
Raman spectra
nitrogen
thermodynamics
Electrons

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry

Cite this

Fan, H., Eliason, J. K., Diane Moliva A., C., Olson, J. L., Flancher, S. M., Gealy, M. W., & Ulness, D. J. (2009). Halogen bonding in iodo-perfluoroalkane/pyridine mixtures. Journal of Physical Chemistry A, 113(51), 14052-14059. https://doi.org/10.1021/jp9057127

Halogen bonding in iodo-perfluoroalkane/pyridine mixtures. / Fan, Haiyan; Eliason, Jeffrey K.; Diane Moliva A., C.; Olson, Jason L.; Flancher, Scott M.; Gealy, M. W.; Ulness, Darin J.

In: Journal of Physical Chemistry A, Vol. 113, No. 51, 24.12.2009, p. 14052-14059.

Research output: Contribution to journalArticle

Fan, H, Eliason, JK, Diane Moliva A., C, Olson, JL, Flancher, SM, Gealy, MW & Ulness, DJ 2009, 'Halogen bonding in iodo-perfluoroalkane/pyridine mixtures', Journal of Physical Chemistry A, vol. 113, no. 51, pp. 14052-14059. https://doi.org/10.1021/jp9057127
Fan H, Eliason JK, Diane Moliva A. C, Olson JL, Flancher SM, Gealy MW et al. Halogen bonding in iodo-perfluoroalkane/pyridine mixtures. Journal of Physical Chemistry A. 2009 Dec 24;113(51):14052-14059. https://doi.org/10.1021/jp9057127
Fan, Haiyan ; Eliason, Jeffrey K. ; Diane Moliva A., C. ; Olson, Jason L. ; Flancher, Scott M. ; Gealy, M. W. ; Ulness, Darin J. / Halogen bonding in iodo-perfluoroalkane/pyridine mixtures. In: Journal of Physical Chemistry A. 2009 ; Vol. 113, No. 51. pp. 14052-14059.
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