DFT study on reaction mechanism of Transamidation of Carboxamides with Amines catalyzed by L-proline

초록

The transamidation reaction between carboxamides and amines catalyzed by L-proline was studied theoretically by using the density functional method of B3LYP with 6-31++g* basis set using Gaussian 09 package. The results indicate that the energy barrier for the overall process without catalyst is very high (47.89 kcal/mol). In the presence of catalyst, the reaction proceeds through a multi-step mechanism but the energy barrier is much lower than the reaction without catalyst. The reaction mechanism in the presence of solvent is also considered in this work. This shows that L-proline functions as an efficient catalyst.