Abstract
The gas phase ion molecule reactions of a number of potential fluoride donors with carbon dioxide and carbonyl fluoride have been studied. By determination of preferential directions of fluoride transfer the fluoride affinities of carbon dioxide and carbonyl fluoride have been bracketed and found to be 33 ± 3 kcal/mol and 35 + 3 kcal/mol respectively. In addition, from gas phase acidity studies of acetyl fluoride and 2-fluoropropene the fluoride affinities of ketene and allene have been calculated to be 38 ± 2 kcal/mol and 15 ± 2 kcal/mol respectively. The order of fluoride affinities (Lewis acidities) of carbon dioxide, ketene, and allene have been examined and explained in terms of the electron affinities of the F—C(A)(B) species (A,B=O,CH 2 ) and the C—F bond dissociation energies. These quantities have been estimated and the latter interpreted on the basis of the π bond energies of the three compounds.
Keywords
ChemistryFluorideAlleneKeteneIon cyclotron resonanceAffinitiesInorganic chemistryLewis acids and basesDissociation (chemistry)IonFluorineCarbon dioxidePhysical chemistryPhotochemistryMedicinal chemistryStereochemistryOrganic chemistryCatalysis
Related Publications
Gaussian-2 theory for molecular energies of first- and second-row compounds
The Gaussian-2 theoretical procedure (G2 theory), based on ab initio molecular orbital theory, for calculation of molecular energies (atomization energies, ionization potentials...
Problematic Energy Differences between Cumulenes and Poly-ynes: Does This Point to a Systematic Improvement of Density Functional Theory?
Relative energetics of the C3H4 (allene (1) and propyne (2)), C5H4 (penta-1,2,3,4-tetraene (3) and penta-1,3-diyne (4)), and C7H4 (hepta-1,2,3,4,5,6-hexaene (5) and hepta-1,3,5-...
Assessment of Gaussian-2 and density functional theories for the computation of enthalpies of formation
A set of 148 molecules having well-established enthalpies of formation at 298 K is presented. This set, referred to as the G2 neutral test set, includes the 55 molecules whose a...
Density-functional thermochemistry. I. The effect of the exchange-only gradient correction
Previous work by the author on diatomic molecules and by others on polyatomic systems has revealed that Kohn–Sham density-functional theory with ‘‘gradient corrected’’ exchange-...
Extra Precision Glide: Docking and Scoring Incorporating a Model of Hydrophobic Enclosure for Protein−Ligand Complexes
A novel scoring function to estimate protein-ligand binding affinities has been developed and implemented as the Glide 4.0 XP scoring function and docking protocol. In addition ...
Publication Info
- Year
- 1978
- Type
- article
- Volume
- 56
- Issue
- 8
- Pages
- 1069-1074
- Citations
- 30
- Access
- Closed
External Links
Social Impact
Altmetric
PlumX Metrics
Social media, news, blog, policy document mentions
Citation Metrics
30
OpenAlex
Cite This
Terrance B. McMahon,
Colleen Joan Northcott
(1978).
The fluoroformate ion, FCO<sub>2</sub><sup>−</sup>. An ion cyclotron resonance study of the gas phase Lewis acidity of carbon dioxide and related isoelectronic species.
Canadian Journal of Chemistry
, 56
(8)
, 1069-1074.
https://doi.org/10.1139/v78-181
Identifiers
- DOI
- 10.1139/v78-181