13936-67-9Relevant academic research and scientific papers
Solvent polarity effects on the E/Z conformational equilibrium of N-1- naphthylamides
Leis, Jaan,Klika, Karel D.,Karelson, Mati
, p. 7497 - 7504 (1998)
The ratio of the E and Z conformers of N-alkyl-N-l-naphthylformamides has been measured in a series of solvents using NMR spectroscopy. A linear relationship was found between the free energy of the conformational equilibrium, ΔG0, and the relative dielectric permittivity of the solvent. The comparison of NMR data with quantum-chemically calculated SCRF heats of equilibria reveals that the solvent effect is a combination of both the electrostatic and specific solute-solvent interactions, the latter being directly connected to the solvent-induced sterical deformations of the solute molecule.
