Collect. Czech. Chem. Commun. 1985, 50, 2438-2442

A MO treatment of solvent influence on the amide group rotation in 1-methylnicotinamides

Hans-Jörg Hofmanna, Christine Bartzschb, Cornelius Weissb and Josef Kuthanc

a Sektion Biowissenschaften, Karl-Marx-University, DDR-701 Leipzig
b Sektion Chemie, Karl-Marx-University, DDR-701 Leipzig
c Department of Organic Chemistry, Prague Institute of Chemical Technology, 166 28 Prague 6, Czechoslovakia


Using the Huron-Claverie solvation model the conformations of 1-methyl-1,4-dihydronicotinamide (II) and corresponding quaternary ion III have been investigated by the semiempirical NDDO method. The calculated data show that anti-conformers IIb and IIIb should be more stabilized by polar solvents than syn-conformers IIa and IIIa, respectively, mainly due to electrostatic contributions within solvation energy.