Theoretical calculation of thermodynamic and kinetic quantities for 1,3 dipolar cycloaddition reactions between Nitril Oxides R–CNO (R = H, CH3, Ph and Ph(CH3)3) with 7–10 membered simple cycloalkynes

The strain energy and reactivity in the cycloalkynes increase as the size of the ring decreases . In this study, the reactivity and strain energy effect of the simple cycloalkynes with substituted Nitril Oxides R–CNO (R = H, CH3, Ph and Ph(CH3)3)) by B3LYP/6-31G* level method will be discussed. The investigation of the structured properties, theoretical thermodynamic and kinetic data, i.e., rG, G*, rate constants of the reactions in 298 K and effects of Electron-withdrawing and electron-donating groups on interaction of the LUMO with the HOMO o f the dipole and dipolarophile will be presented. The results show increasing in the G* by increasing the ring size and decreasing the strain energy of cycloalkynes. Also the rate constants and the free energies changes in reactions increases as the size of the ring decreases.

کلیدواژه ها:

Cycloalkynes. Nitril oxide ، 1 ، 3-dipolar cycloaddition reaction ، DFT-B3LYP molecular orbital calculations