Tetrahedron p. 7497 - 7504 (1998)
Update date:2022-07-30
Topics:
Leis, Jaan
Klika, Karel D.
Karelson, Mati
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.
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