Naslov
Synthesis and photochemistry of β,β′-di(2-furyl)-substituted o-divinylbenzenes: Intra- and/or intermolecular cycloaddition as an effect of annelation

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

Izvornik
Chemistry : a European journal (0947-6539) 11 (2005), 2; 543-551

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

Ključne riječi
cycloaddition ; cyclophanes ; dimerization ; photochemistry ; heteroaromatics

Sažetak
New heteroaryl substituted o-divinylbenzenes, 2, 2'-(1, 2-phenylenedivinylene)difuran (9), 2, 2'- (1, 2-phenylenedivinylene)dibenzo[b]furan (10) and 2, 2'-(1, 2-phenylenedivinylene)dinaphtho[2, 1- b]furan (11), were prepared and irradiated at various concentrations resulting in intramolecular photocycloaddition and intermolecular [2+2] twofold photoaddition leading to bicyclo[3.2.1]octadiene derivatives (12-14) and cyclophane derivatives (15-17), respectively. The most selectively reacting is 11 which due to the p-p intra- or intermolecular complexation gives at low concentration only the exo- bicyclo[3.2.1]octadiene derivative 14 but at high concentration only the cyclophane derivative 17.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

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