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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


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 (međunarodna recenzija, članak, znanstveni)


Naslov
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

Autori
Vuk, Dragana ; Marinić, Željko ; Molčanov, Krešimir ; Kojić-Prodić, Biserka ; Šindler-Kulyk, Marija

Izvornik
Tetrahedron (0040-4020) 68 (2012), 34; 6873-6880

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
electrocyclization ; photochemistry ; thiophenes ; o-divinylbenzenes

Sažetak
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).

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Projekt / tema
098-0982929-2917 - Spektroskopija NMR i modeliranje bioaktivnih molekula (Dejan Plavšić, )
098-1191344-2943 - Protein-ligand međudjelovanja na atomnoj razini (Marija Luić, )
125-0982933-2926 - Heteropolicikli, strukturne osnove za bioaktivne spojeve. Sinteza i fotokemija (Irena Škorić, )

Ustanove
Institut "Ruđer Bošković", Zagreb,
Fakultet kemijskog inženjerstva i tehnologije, Zagreb

Citiraj ovu publikaciju

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 (međunarodna recenzija, članak, znanstveni)
Vuk, D., Marinić, Ž., Molčanov, K., Kojić-Prodić, B. & Šindler-Kulyk, M. (2012) 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 (34), 6873-6880 doi:10.1016/j.tet.2012.06.019.
@article{article, year = {2012}, pages = {6873-6880}, DOI = {10.1016/j.tet.2012.06.019}, keywords = {electrocyclization, photochemistry, thiophenes, o-divinylbenzenes}, journal = {Tetrahedron}, doi = {10.1016/j.tet.2012.06.019}, volume = {68}, number = {34}, issn = {0040-4020}, title = {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}, keyword = {electrocyclization, photochemistry, thiophenes, o-divinylbenzenes} }

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus


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