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Observation of the primary intermediates in the photochemistry of o-vinylstyrylfurans (CROSBI ID 93031)

Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija

Škorić, Irena ; Basarić, Nikola ; Marinić, Željko ; Šindler-Kulyk, Marija Observation of the primary intermediates in the photochemistry of o-vinylstyrylfurans // Heterocycles, 55 (2001), 10; 1889-1896. doi: 10.3987/COM-01-9314

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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Podaci o izdanju

55 (10)

2001.

1889-1896

objavljeno

0385-5414

1881-0942

10.3987/COM-01-9314

Povezanost rada

Kemija

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