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Azaarenes: 13 Rings in a Row by Cyclopentannulation
Authors:MSc Steffen Maier  MSc Nikolai Hippchen  Fabian Jester  Marcus Dodds  Michel Weber  Leon Skarjan  Dr Frank Rominger  Dr Jan Freudenberg  Prof Uwe H F Bunz
Institution:Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany
Abstract:Cyclopentannulation was explored as a strategy to access large, stable azaarenes. Buchwald–Hartwig coupling of previously reported di- and tetrabrominated cyclopentannulated N,N′-dihydrotetraazapentacenes furnished stable azaarenes with up to 13 six-membered rings in a row and a length of 3.1 nm. Their optoelectronic and semi-conducting properties as well as their aromaticity were investigated.
Keywords:Aromaticity  Azaacenes  Azaarenes  Cyclopentannulation  Molecular Nanocarbons
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