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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)

Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija

Vuk, Dragana ; Marinić, Željko ; Molčanov, Krešimir ; Kojić-Prodić, Biserka ; Šindler-Kulyk, Marija 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 // Tetrahedron, 68 (2012), 34; 6873-6880. doi: 10.1016/j.tet.2012.06.019

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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Podaci o izdanju

68 (34)

2012.

6873-6880

objavljeno

0040-4020

1464-5416

10.1016/j.tet.2012.06.019

Povezanost rada

Kemija

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