Synthesis,photophysical and electrochemical properties of novel 6,12-di(thiophen-2-yl) substituted indolo[3,2-b]carbazoles |
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Authors: | Roman A Irgashev Anton Yu Teslenko Ekaterina F Zhilina Aleksandr V Schepochkin Oleg S El'tsov Gennady L Rusinov Valery N Charushin |
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Institution: | 1. I. Postovsky Institute of Organic Synthesis, Ural Division, Russian Academy of Sciences, S. Kovalevskoy Str., 22, Ekaterinburg 620041, Russia;2. Ural Federal University Named After the First President of Russia B.N. Yeltsin, Mira St. 19, Ekaterinburg 620002, Russia |
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Abstract: | Novel 5,11-dialkyl-6,12-di(thiophen-2-yl) substituted 5,11-dihydroindolo3,2-b]carbazoles have been obtained and plausible ways for their further modifications via the Friedel–Crafts reaction are presented. The formylation of these indolo3,2-b]carbazoles with dichloromethyl alkyl esters catalysed by Lewis acids leads to the formation of the corresponding 2,8-diformyl derivatives. Applicability of this formylation method for modification of indolo3,2-b]carbazoles bearing electron-rich aromatic substituents at C-6 and C-12 has also been demonstrated. The Knoevenagel condensation of 2,8-dialdehydes with active methylene nitriles has been studied. The measurements of optical and redox properties for a number of new indolo3,2-b]carbazoles have been performed. |
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Keywords: | Indolo[3 2-b]carbazole Indole Thiophene Acylation Luminescence N-Heteroacenes |
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