Theoretical study of the factors influencing on the kinetic of 1, 3-dipolar cycloadditions reaction using quantum calculation methods

Abstract EN

Quantum calculations methods like (DFT/B3LYP) and molecular mechanics (MM2) were carried out to study the molecular geometry and electronic structure of (1, 3- dipolar cycloadditions of thalazinium-2-dicyancmethanide) (1) as a 1, 3- dipole with nine series of dipolarophiles electron-rich, electron- poor.

The different investigated electronic properties of nine series includes, electron densities of the carbons involved in the addition reaction ,the frontier orbital energy levels, the steric energy of the transition states and products, were correlated as independent variables .

The rate constants of addition are correlated as dependent variable.

Single and multiparametric linear regression analysis are studied the influence of these different electronic properties on the kinetic of 1, 3- dipolar.

Result of the analysis reveal that all mentioned factors affect the rate of the reaction but to different extents.

The steric energy of transition state, the highest occupied molecular orbital HOMO, and steric of product most influencing factors.

The lowest unoccupied molecular orbital LUMO, electron densities of carbon one and two involved in addition has the least influence on the reaction rate.