Observation of the primary intermediates in the photochemistry of o-vinylstyrylfurans (CROSBI ID 93031)
Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija
Podaci o odgovornosti
Škorić, Irena ; Basarić, Nikola ; Marinić, Željko ; Šindler-Kulyk, Marija
engleski
Observation of the primary intermediates in the photochemistry of o-vinylstyrylfurans
The intermediates, 3a, 9-dihydro-4, 9-methano-4H-benzo[4, 5]cyclohepta[1, 2-b]furan (3a), and 5b, 11-dihydro-6, 11-methano-6H-benzo[4, 5]cyclohepta[1, 2-b]benzo[d]furan (3b), formed upon irradiation of 2-[2-(2-vinylphenyl)ethenyl]furan (1a) and 2-[2-(2-vinylphenyl)ethenyl]benzo[b]furan (1b), respectively, are determined and spectroscopycally characterised. Whereas only the intermediate (3b) reacts photochemically with methanol to give the regioselective adduct (6b), both intermediates are trapped by molecular oxygen giving hydroperoxides (7a, b), hydroxy- (8a, b), and keto derivatives (9a, b).
photocycloaddition ; oxygen addition ; hydroperoxides ; stereoselective addition ; benzofuran
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