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Updated: May 4, 2026

Construction and Systematical Symmetric Studies of a Series of Supramolecular Clusters with Binary or Ternary Ammonium Triphenylacetates
Published on: February 15, 2016
Gauche preference of β-fluoroalkyl ammonium salts
Josué M Silla1, Weslley G D P Silva, Rodrigo A Cormanich
1Department of Chemistry, Federal University of Lavras , Lavras, MG 37200-000, Brazil.
Abstract:
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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