КОНФОРМАЦИОННЫЙ АНАЛИЗ 2-МЕТИЛ-2-ФЕНИЛ-5, 5-ДИГАЛОГЕНМЕТИЛ-1, 3-ДИОКСАНОВ

It is known that 1.3- dioxanes - a valuable products of petrochemical production - are widely used as reagents in fine organic synthesis. Particular attention has been given to 5.5- dihalogenomethyl -1.3- dioxanes. It has been established that these compounds relatively easy enter into reactions of nucleophilic substitution of chlorine with the formation of mono- and diiodine derivatives; this process takes place stereoselectively and mainly involves the equatorial chloromethyl substituent. At present work the conformational behavior of 2-methyl-2-phenyl-5.5-dihalogenomethyl-1.3-dioxanes has been investigated using DFT approach PBE/3 ζ . It has been shown that the potential energy surface contains chair form with axial phenyl group (main minimum) together with 2.5-twist and alternative equatorial chair conformers. Energy differences between Z - and E -isomers are close to zero. All transition states on the rout of conformational transformations also have been detected.