Competitive electrophilic aromatization of exo-methylene-1,3-cyclohexadienes and exo-methylene-1,4-cyclohexadienes

Ethyl-substituted o-semiquinoid trienes, in contrast to the corresponding p isomers, in competitive electrophilic aromatization, display a greater affinity toward soft Lewis acids such as HgCl/sub 2/ in comparison with hard protic acids. The possibility was found for the aromatization of exo-methyle...

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Veröffentlicht in:	Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States) Div. Chem. Sci. (Engl. Transl.); (United States), 1986-05, Vol.35 (5), p.1084-1086
Hauptverfasser:	Rozenberg, V. I., Nikanorov, V. A., Gorbacheva, R. I., Reutov, O. A.
Format:	Artikel
Sprache:	eng ; rus
Schlagworte:	400201 - Chemical & Physicochemical Properties AFFINITY ALKALI METAL COMPOUNDS ALUMINIUM COMPOUNDS ALUMINIUM HYDRIDES AROMATICS AROMATIZATION BROMIDES BROMINATED AROMATIC HYDROCARBONS BROMINATION BROMINE COMPOUNDS CATALYTIC EFFECTS CHEMICAL REACTIONS CHLORIDES CHLORINE COMPOUNDS CHROMATOGRAPHY COMPARATIVE EVALUATIONS COMPLEXOMETRY DIENES GOLD BROMIDES GOLD COMPOUNDS HALIDES HALOGEN COMPOUNDS HALOGENATED AROMATIC HYDROCARBONS HALOGENATION HYDRIDES HYDROCARBONS HYDROCHLORIC ACID HYDROGEN COMPOUNDS INORGANIC ACIDS INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY ISOMERS LEWIS ACIDS LITHIUM COMPOUNDS LITHIUM HYDRIDES MERCURY CHLORIDES MERCURY COMPOUNDS MERCURY HALIDES ORGANIC BROMINE COMPOUNDS ORGANIC COMPOUNDS ORGANIC HALOGEN COMPOUNDS ORGANOMETALLIC COMPOUNDS POLYENES SEPARATION PROCESSES TRANSITION ELEMENT COMPOUNDS
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Zusammenfassung:	Ethyl-substituted o-semiquinoid trienes, in contrast to the corresponding p isomers, in competitive electrophilic aromatization, display a greater affinity toward soft Lewis acids such as HgCl/sub 2/ in comparison with hard protic acids. The possibility was found for the aromatization of exo-methylenecyclohexadienes by the action of AuBr/sub 3/ with the formation of the corresponding benzyl bromides.
ISSN:	0568-5230 1573-9171
DOI:	10.1007/BF00955388