Photochemical transformation of β, β′-dithienyl substituted o-divinylbenzenes leading to 1, 2-dihydronaphthalenes or fused pentacyclic compounds : first evidence of electrocyclization process via 2, 3-dihydronaphthalene intermediates (CROSBI ID 185466)
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Podaci o odgovornosti
Vuk, Dragana ; Marinić, Željko ; Molčanov, Krešimir ; Kojić-Prodić, Biserka ; Šindler-Kulyk, Marija
engleski
Photochemical transformation of β, β′-dithienyl substituted o-divinylbenzenes leading to 1, 2-dihydronaphthalenes or fused pentacyclic compounds : first evidence of electrocyclization process via 2, 3-dihydronaphthalene intermediates
The photochemical behaviour of 2, 2'-(o-phenylenedivinylene)dithiophenes (7a–c), 3, 3'-(o-phenylenedivinylene)dithiophene (8a) and 3, 3'-(o-phenylenedivinylene)dibenzothiophene (8b) was studied under the low concentrations. An intramolecular reaction via the 2, 3-dihydronaphthalene intermediate has been observed in all studied examples accompanied by dimerization and polymerization. The 1, 2-dihydro-2, 3-dithienylnaphthalenes (9a–c) were isolated (7–9%) from the 2-thiophene derivatives while the 3-thiophene derivatives gave polycyclic structures (13–44% yield).
electrocyclization ; photochemistry ; thiophenes ; o-divinylbenzenes
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