Aldehyde and ketone adducts of the gaseous trifluoromethyl cation

Authors
Publication date 2011
Journal Organic Letters
Volume | Issue number 13 | 9
Pages (from-to) 2176-2179
Organisations
  • Faculty of Science (FNWI) - Van 't Hoff Institute for Molecular Sciences (HIMS)
Abstract IR spectra of CF3+ adduct ions are reported for the first time using infrared multiple photon dissociation (IRMPD). Carbonyl stretches of ketone conjugate acids shift less than do those of ions containing C═OCF3+ groups. Carbonyl absorptions shift in proportion to the empirical softness of the corresponding neutrals. Anharmonic DFT fits band positions of C═OCF3+ stretches for aliphatic ions, but unscaled harmonic calculations match O−CF3 stretches more closely. Calculated O−CF3 bond orders increase with gas phase CF3+ affinities of the corresponding neutral carbonyl.
Document type Article
Language English
Published at https://doi.org/10.1021/ol200369m
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