Photochemistry of diheteroaryl substituted o-divinylbenzenes (CROSBI ID 494854)
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Podaci o odgovornosti
Škorić, Irena ; Basarić, Nikola ; Marinić, Željko ; Višnjevac, Aleksandar ; Kojić-Prodić, Biserka ; Šindler-Kulyk, Marija
engleski
Photochemistry of diheteroaryl substituted o-divinylbenzenes
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.
synthesis; photochemistry; cycloaddition; cyclobutanes; cyclophanes; benzobicyclo
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Podaci o prilogu
373-x.
2003.
objavljeno
Podaci o matičnoj publikaciji
13th European Symposium on Organic Chemistry : Programme & abstracts
Cavtat:
Podaci o skupu
13th EUROPEAN SYMPOSIUM ON ORGANIC CHEMISTRY
poster
10.09.2003-15.09.2003
Dubrovnik, Hrvatska; Cavtat, Hrvatska