Issue 12, 2002

Photochemical transformations of 2,2′-(1,2-phenylenedivinylene)dipyrroles

Abstract

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.

Graphical abstract: Photochemical transformations of 2,2′-(1,2-phenylenedivinylene)dipyrroles

Supplementary files

Article information

Article type
Paper
Submitted
19 Sep 2002
Accepted
28 Oct 2002
First published
20 Nov 2002

Photochem. Photobiol. Sci., 2002,1, 1017-1023

Photochemical transformations of 2,2′-(1,2-phenylenedivinylene)dipyrroles

N. Basarić, Ž. Marinić, A. Višnjevac, B. Kojić-Prodić, A. G. Griesbeck and M. Šindler-Kulyk, Photochem. Photobiol. Sci., 2002, 1, 1017 DOI: 10.1039/B209127E

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