Infrared spectroscopic investigations of cationic ethanol, propanol, and butanol

作者: Yoshiyuki Matsuda , Hiroyuki Harigaya , Min Xie , Kaito Takahashi , Asuka Fujii

DOI: 10.1016/J.CPLETT.2015.10.044

关键词:

摘要: Abstract Infrared spectroscopy of the alcohol cations ethanol, propanol, and butanol was performed to investigate their structures hyperconjugation mechanisms. In ethanol cation, C bond hyperconjugates with singly occupied molecular orbital (SOMO) at oxygen atom, so that weakens length elongates. Multiple hyperconjugations among SOMO, bond, end H occur in propanol cation enhance acidity through delocalization its bonding σ electron. The forms oxonium-type structure proton transfer from terminal CH bond.

参考文章(23)
Eric V. Anslyn, Dennis A. Dougherty, Modern Physical Organic Chemistry ,(2005)
Masaki Hachiya, Yoshiyuki Matsuda, Ken-ichiro Suhara, Naohiko Mikami, Asuka Fujii, Infrared predissociation spectroscopy of cluster cations of protic molecules, (NH3)n+, n=2-4 and (CH3OH)n+, n=2,3. Journal of Chemical Physics. ,vol. 129, pp. 094306- 094306 ,(2008) , 10.1063/1.2971186
Masato Morita, Yoshiyuki Matsuda, Tomoya Endo, Naohiko Mikami, Asuka Fujii, Kaito Takahashi, Hyperconjugation in diethyl ether cation versus diethyl sulfide cation Physical Chemistry Chemical Physics. ,vol. 17, pp. 23602- 23612 ,(2015) , 10.1039/C5CP03765D
James M. Lisy, Infrared studies of ionic clusters: the influence of Yuan T. Lee. Journal of Chemical Physics. ,vol. 125, pp. 132302- 132302 ,(2006) , 10.1063/1.2338317
S. Wei, W. B. Tzeng, A. W. Castleman, Structure of protonated solvation complexes: Ammonia-trimethylamine cluster ions and their metastable decompositions The Journal of Physical Chemistry. ,vol. 95, pp. 585- 591 ,(1991) , 10.1021/J100155A019
James F. Garvey, William R. Peifer, M. Todd Coolbaugh, Some novel ion-molecule chemistry within van der Waals clusters Accounts of Chemical Research. ,vol. 24, pp. 48- 54 ,(1991) , 10.1021/AR00002A004
Asuka Fujii, Eiji Fujimaki, Takayuki Ebata, Naohiko Mikami, Infrared spectroscopy of CH stretching vibrations of jet-cooled alkylbenzene cations by using the "messenger" technique Journal of Chemical Physics. ,vol. 112, pp. 6275- 6284 ,(2000) , 10.1063/1.481272
Yoshiyuki Matsuda, Naohiko Mikami, Asuka Fujii, Vibrational spectroscopy of size-selected neutral and cationic clusters combined with vacuum-ultraviolet one-photon ionization detection Physical Chemistry Chemical Physics. ,vol. 11, pp. 1279- 1290 ,(2009) , 10.1039/B815257H