Reatividade em reações de Diels-Alder: uma prática computacional

AUTOR(ES)

Lacerda Júnior, Valdemar, Oliveira, Kleber Thiago de, Silva, Rodrigo Costa e, Constantino, Mauricio Gomes, Silva, Gil Valdo José da

FONTE

Química Nova

DATA DE PUBLICAÇÃO

2007-06

RESUMO

A computational quantum chemistry experiment is described of Diels-Alder reactions between 2-cycloenones and cyclopentadiene. The effects of FMO-Frontier Molecular Orbitals (HOMO-LUMO) and of the withdrawing nature of substituents at the C=C bond of cycloenones were evaluated. The calculations were made using HF/STO-3G and B3LYP/6-31+G(d,p) methods. The FMO based indexes are in agreement with the experimentally observed reactivity order. NBO - Natural Bond Orbitals - analysis was used to ascertain the effect of C=C substituents on the dienophile reactivity.

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