Extended azaheterocycles: flat but not dull !


In this NJC Letter, Harald Bock and co-workers (Université de Bordeaux, France) report an unique approach towards extended polycyclic azaarenes based on the acid-promoted dehydrocyclisation of arylamino-anthraquinones to ceramidonine fragments.  Whilst the yields observed do not allow an efficient access to polymeric nanoribbon structures, they are adequate for double cyclisations, leading to tetraazaarenes whose reduction potentials come close to those of C60, the archetypal acceptor material in organic electronics. Extended azaheterocycles may also be of interest as chelating ligands for transition metals.

“Tetraazaarenes by the ceramidonine approach”, Parantap Sarkar, Ie-Rang Jeon, Fabien Durola and Harald Bock, New J. Chem., 2012, Advance Article, DOI: 10.1039/C2NJ21033A.

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