93518-61-7Relevant articles and documents
CHARGE-TRANSFER COMPLEXES AND THE CATALYTIC EFFECT OF GALLIUM CHLORIDE IN THE DIELS-ALDER REACTION
Kiselev, V. D.,Shakirov, I. M.,Konovalev, A. I.
, p. 1324 - 1328 (2007/10/02)
An analysis was made of the factors giving rise to the significant catalytic effect in the Diels-Alder reaction in the presence of Lewis acids.It was shown that changes in the structure and localization energy cannot be the reason for the observed effect.From spectroscopic investigation of the ?,?-complexes of hexamethylbenzene with unactivated N-arylmaleimides and with N-arylmaleimides activated by the formation of n, V complexes it follows that the energy of the LUMO decreases by 0.7 - 1.1 eV in this transition.The obtained results are regarded as experimentalevidence for control of the catalytic effect by the stabilization energy of the transition state resulting from the increased interaction between the frontier orbitals.