Photochemistry of β-(5-substituted-2-furyl)-o-divinylbenzenes: substituent effects on the reaction course (CROSBI ID 78846)
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Podaci o odgovornosti
Šindler-Kulyk, Marija ; Kragol, Goran ; Piantanida, Ivo ; Tomšić, Slavica ; Vujković-Cvijin, Irena ; Marinić, Željko ; Metelko, Biserka
engleski
Photochemistry of β-(5-substituted-2-furyl)-o-divinylbenzenes: substituent effects on the reaction course
Irradiation of 2-[2-(2-vinylphenyl)ethenyl]furan (1a) and 5-methyl-2-[2-(2-vinylphenyl)ethenyl]furan (1b) gave 9, 10-dihydro-4, 9-methano-4H-benzo[4, 5]cyclohepta[1, 2-b]furan (2a) and 9, 10-dihydro-2-methyl-4, 9-methano-4H-benzo[4, 5]cyclohepta[1, 2-b]furan (2b), respectively, in a very good yield in addition to traces of 5. Contrary to these results, the 5-substituted furan derivatives 1 (c: R=CN ; d: R=p-C_6H_4CH_3, e: R=OCH_3) gave mainly, upon irradiation under the same conditions, isomerization about dhe double bond, high-molecular-weight products, small amount of phenanthrenes 5 and only traces of bicyclic structure 2.
photochemistry ; substituent effect ; o-divinylbenzenes ; beta-(2-furyl)-o-divinylbenzene ; photocycloaddition ; photocyclization
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