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Synthesis and photochemistry of β,β′-di(2-furyl)-substituted o-divinylbenzenes: Intra- and/or intermolecular cycloaddition as an effect of annelation (CROSBI ID 108979)

Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija

Škorić, Irena ; Basarić, Nikola ; Marinić, Željko ; Višnjevac, Aleksandar ; Kojić-Prodić, Biserka ; Šindler-Kulyk, Marija Synthesis and photochemistry of β,β′-di(2-furyl)-substituted o-divinylbenzenes: Intra- and/or intermolecular cycloaddition as an effect of annelation // Chemistry : a European journal, 11 (2005), 2; 543-551. doi: 10.1002/chem.200401005

Podaci o odgovornosti

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

engleski

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

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.

cycloaddition ; cyclophanes ; dimerization ; photochemistry ; heteroaromatics

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Podaci o izdanju

11 (2)

2005.

543-551

objavljeno

0947-6539

1521-3765

10.1002/chem.200401005

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Kemija

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