51864-00-7Relevant articles and documents
CATALYTIC EFFECT OF GALLIUM CHLORIDE IN THE DIELS-ALDER REACTION BETWEEN MALEIC ANHYDRIDE AND ITS DERIVATIVES AND UNSUBSTITUTED AND SUBSTITUTED ANTHRACENES
Kiselev, V. D.,Shakirov, I. M.,Konovalov, A. I.
, p. 1105 - 1110 (2007/10/02)
The stability of n,v complexes between gallium chloride and unsubstituted and substituted maleic anhydrides was determined in benzene by a thermochemical method; it was shown that the stability of the complexes decreases in the transition from maleic anhydrides with electron-donating substituents to maleic anhydrides with electron-withdrawing substituents.The reactivity of these dienophiles in the uncatalyzed Diels-Alder reactions with unsubstituted and substituted anthracenes in benzene and in the reaction catalyzed by gallium chloride was studied.The reactivity of the dienophiles varies similarly in the reactions with the investigated dienes, and this rules out treatment of steric hindrances as the reason for the reduced reactivity of the substituted dienophiles.A decrease in the catalytic effect was observed for the unreactive diene-dienophile pairs.