Spectral and quantum-chemical study of the 1, 3-dipolar cycloaddition reaction of phenyl azide and chalcone

Abstract EN

A study of 1, 3-dipolar cycloaddition reaction of phenyl azide and chalcone was carried out theoretical and experimental in ethanolby DFT / B3LYP (3-21G) method, without and with CuCl as catalyst.

The isolated and purified products were characterized by spectral methods, by IR, 1H-NMR, 13 C-NMR, Cosy and Dept-135.

Theoreticalstudy of the reaction was achieved using Gaussian03 program based on a density function method, DFT / B3LYP (3-21G).

The structural, electronic and spectral properties were calculated for the more probable product.

The experimental and theoretical results were consistent, the title was found to be nonspontaneons under standard conditions(T = 298,15 K , P = 1 atm), but it toke place in ethanol under reflux in the presence of CuCl, the reaction was completely regioselective and the expected product was formed in high yield 75 %, formula C21H17N3O and m.p 164-165C0.