Naslov
Photochemistry of diheteroaryl substituted o-divinylbenzenes

Autori
Škorić, Irena ; Basarić, Nikola ; Marinić, Željko ; Višnjevac, Aleksandar ; Kojić-Prodić, Biserka ; Šindler-Kulyk, Marija

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
13th European Symposium on Organic Chemistry : Programme & abstracts / - Cavtat, 2003

Skup
13th European Symposium on Organic Chemistry

Mjesto i datum
Dubrovnik, Hrvatska; Cavtat, Hrvatska, 10.09.2003. - 15.09.2003

Vrsta sudjelovanja
Poster

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
synthesis; photochemistry; cycloaddition; cyclobutanes; cyclophanes; benzobicyclo

Sažetak
Furan (1a) and benzo[b]furan (1b) derivatives of o-divinylbenzenes give upon irradiation in diluted solutions furo- and benzofuro-benzobicyclo[3.2.1]octadiene structures 3, respectively. No intramolecular cycloaddition was found upon irradiation of naphthofuran derivative 1c under the same conditions in diluted solution. The only product that have been observed were the traces of dimeric cyclobutane derivatives. The intermolecular cycloaddition was explained by the fast excimer formation. In disubstituted o-divinylbenzenes, compounds 2a-c, the possibility of the intramolecular excimer formation is introduced. On irradiation of these compounds the intra- and intermolecular cycloaddition processes have been observed and formation of benzobicyclo[3.2.1]octadiene structures (3), cyclophanes (4) and cyclobutanes (5). Depending on the substituent and concentration of the starting material the ratio of the products varies. The structure determination as well as the reaction mechanism will be discussed.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA