Fourier transform ion cyclotron resonance investigation of the deuterium isotope effect on gas phase ion/molecule hydrogen bonding interactions in alcohol—fluoride adduct ions

1992 ◽  
Vol 117 ◽  
pp. 487-505 ◽  
Author(s):  
F.E. Wilkinson ◽  
J.E. Szulejko ◽  
C.E. Allison ◽  
T.B. McMahon
Keyword(s):  
Hydrogen Bonding ◽  
Fourier Transform ◽  
Gas Phase ◽  
Isotope Effect ◽  
Cyclotron Resonance ◽  
Ion Cyclotron Resonance ◽  
Deuterium Isotope Effect ◽  
Resonance Investigation ◽  
Hydrogen Bonding Interactions ◽  
Gas Phase Ion

Gas phase basicities of fluorocarbonyl compounds. An ion cyclotron resonance investigation of the effects of fluorine and trifluoromethyl substituents on hydroxy carbonium ion stabilities

1981 ◽  
Vol 59 (18) ◽  
pp. 2689-2694 ◽  
Author(s):  
C. E. Doiron ◽  
T. B. McMahon
Keyword(s):  
Gas Phase ◽  
Carbonyl Compounds ◽  
Cyclotron Resonance ◽  
Substituent Effects ◽  
Ion Cyclotron Resonance ◽  
Proton Affinities ◽  
Resonance Investigation ◽  
Carbonium Ion ◽  
Hydrogen Bonding Interactions ◽  
Gas Phase Basicities

Gas phase proton affinities for a number of fluoro- and trifluoromethyl-substituted carbonyl compounds have been obtained using a combination of proton transfer equilibria and bracketing experiments. Absolute and relative substituent effects for F and CF3 on carbonyl basicities are determined and discussed in terms of inductive, resonance, polarization, and hydrogen bonding interactions. The data are used to interpolate basicities for HCOF and CF3CHO and are compared to theoretical ab initio calculations.

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