Photochemical transformations of 2,2'-(1,2-phenylenedivinylene)-dipyrroles.
The photochemistry of 2,2'-(1,2-phenylenedivinylene)dipyrroles (4a,b) has been investigated under various conditions. After excitation of the starting material, an electron transfer followed by hydrogen transfer and radical combination occurs giving 2-[[1-(2H-pyrrol-2-ylidene)methinyl]-2-indanyl]pyrrole (14) as the intermediate. The intermediate could not be isolated, but trapped by nucleophiles, like methanol and diethylamine, giving as addition products, new functionalised indanylpyrroles (9). Irradiation of 4a in the presence of triethylamine afforded the indanylidene-pyrroles 8.
Basarić
Nikola
N
Department of Organic Chemistry, Faculty of Chemical Engineering and Technology, University of Zagreb, Marulićev Trg 19, HR-10000 Zagreb, Croatia.
Marinić
Zeljko
Z
Visnjevac
Aleksandar
A
Kojić-Prodić
Biserka
B
Griesbeck
Axel G
AG
Sindler-Kulyk
Marija
M