Publication date: 2021

DOI: 10.1134/S1070428021080054

The structure of 5,5-bis(bromomethyl)-2-[4-(dimethylamino)phenyl]-1,3-dioxane, a promising reagent for fine organic synthesis and a potential bactericidal compound, was investigated by H-1 and C-13 NMR spectroscopy and X-ray structural analysis. Both in the crystalline state and in solution, molecules of this compound have a chair conformation with an equatorial orientation of the aromatic substituent. Density functional theory calculations at the PBE/3 xi level of theory were used to determine the pathway of conformational transformations and the potential barriers for internal rotation of aromatic and N(CH3)(2) groups both for the isolated molecule and for a chloroform solution. A conclusion was drawn that the nearest solvation shell of the studied 1,3-dioxane comprises a relatively small (up to four) number of solvent molecules.

Издатель: MAIK NAUKA/INTERPERIODICA/SPRINGER233 SPRING ST, NEW YORK, NY 10013-1578

Тип: Article