QUANTUM-CHEMICAL CALCULATION OF THE REIMINATION OF 1,2-DITERT-BUTYLETHANEDIIMINE WITH AMINOACETIC ACID

10.25712/ASTU.1811-1416.2022.02.002

Abstract

This paper presents the results of computer simulation of the reamination reaction of 1,2-ditert-butylethanediimine in aqueous acetonitrile to form 2,4,6,8,10,12-hexaacetyl-2,4,6,8,10,12-hexaazatetracyclo-[5,5,0,0^3,11,0^5,9]dodecane. At the level of density functional theory, using the BP86 functional and the def2-SVP basis set, a hypothetical mechanism of the reimination reaction was modeled in the continual solvent model CPCM at 298.15 K. The change in the Gibbs functions G at 298.15 K and the internal energy U at 0 K were compared for all stages of the putative mechanism. It has been established that the formation of the target cyclic product is possible by the method of reimination of 1,2-ditert-butylethanediimine in an aqueous acetonitrile medium with aminoacetic acid. Due to the significant influence of the entropy factor of intermediate stages, a decrease in temperature should facilitate the synthesis.