Catalytic effect of gallium chloride in the diels-alder reaction between maleic anhydride and its derivatives and unsubstituted and substituted anthracenes

Journal Article · Sun Nov 10 04:00:00 EST 1985 · J. Org. Chem. USSR (Engl. Transl.); (United States)

OSTI ID:5968697

Kiselev, V D; Konovalov, A I; Shakirov, I M

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 reactions 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.

• Research Organization: V.I Ul'yanov Lenin Kazan' State Univ.
• OSTI ID: 5968697
• Journal Information: J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 21:6, PART 1; ISSN JOCYA
• Country of Publication: United States
• Language: English

Related Subjects

02 PETROLEUM
020400* -- Petroleum-- Processing
ACTIVATION ENERGY
ANHYDRIDES
ANTHRACENE
AROMATICS
BENZENE
CARBOXYLIC ACIDS
CATALYTIC EFFECTS
CHEMICAL REACTIONS
CHLORIDES
CHLORINE COMPOUNDS
CONDENSED AROMATICS
DERIVATIZATION
DICARBOXYLIC ACIDS
DIELS-ALDER REACTION
DIENES
ENERGY
GALLIUM CHLORIDES
GALLIUM COMPOUNDS
HALIDES
HALOGEN COMPOUNDS
HYDROCARBONS
MALEIC ACID
ORGANIC ACIDS
ORGANIC COMPOUNDS
POLYENES
STABILITY
THERMOCHEMICAL PROCESSES