Photochemical formation of indanylpyrrole derivatives from 2,2'-(o-phenylenedivinylene)dipyrrole (CROSBI ID 86099)
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Basarić, Nikola ; Tomšić, Slavica ; Marinić, Željko ; Šindler-Kulyk, Marija
engleski
Photochemical formation of indanylpyrrole derivatives from 2,2'-(o-phenylenedivinylene)dipyrrole
Photochemically induced intra- and inter-molecular reaction of 2,2'-(1,2-phenylenedivinylene)dipyrrole (4a) led to a mixture of geometric isomers of of 5-{2-pyrrolyl[2-(2-pyrrolyl)-1-indanyl]methyl}-2,2'-(1,2-phenylenedivinylene)dipyrroles (8) in 40 % yield. The compounds were isolated and characterized spectroscopically and by catalytic hydrogenation to 5-{2-pyrrolyl[2-(2-pyrrolyl)-1-indanyl]methyl}-2,2'-(1,2-phenylenediethylene)dipyrrole (10). Traces of 4,5-dihydro-4-(2-pyrrolyl)benzo[5,6]cycloocta[1,2-b]pyrrole (7) were isolated in addition to 8. Under the same condition N,N'-dimethyl-2,2'-(1,2-phenylenedivinylene)dipyrrole (4b) undergoes only cis-trans-isomerisation.
indanes; hydrogenation; photochemistry; pyrroles
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