Gauche preference of β-fluoroalkyl ammonium salts
JM Silla, WGDP Silva, RA Cormanich… - The Journal of …, 2014 - ACS Publications
The Journal of Physical Chemistry A, 2014•ACS Publications
The strong gauche preference along with the F–C–C–N+ fragment in 3-fluoropiperidinium
cation and analogues, in the gas phase, is dictated by electrostatic interactions, which can
be both hydrogen bond F··· H (N+) and F/N+ attraction. In aqueous solution, where most
biochemical processes take place, electrostatic effects are strongly attenuated and
hyperconjugation is calculated to be at least competitive with Lewis-type interactions.
cation and analogues, in the gas phase, is dictated by electrostatic interactions, which can
be both hydrogen bond F··· H (N+) and F/N+ attraction. In aqueous solution, where most
biochemical processes take place, electrostatic effects are strongly attenuated and
hyperconjugation is calculated to be at least competitive with Lewis-type interactions.
The strong gauche preference along with the F–C–C–N+ fragment in 3-fluoropiperidinium cation and analogues, in the gas phase, is dictated by electrostatic interactions, which can be both hydrogen bond F···H(N+) and F/N+ attraction. In aqueous solution, where most biochemical processes take place, electrostatic effects are strongly attenuated and hyperconjugation is calculated to be at least competitive with Lewis-type interactions.
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