3 years ago

Decatwistacene with a 170 Torsion

Zhaohui Wang, Nikos L. Doltsinis, Wei Fan, Thorsten Winands, Yan Li
Two different lengths of twistacenes, namely hexatwistacene and decatwistacene induced by the steric-hindrance effect between imide groups and neighbouring annulated benzene rings, were synthesized via bottom-up synthesis of palladium-catalyzed Suzuki cross-coupling and C-H activation reaction. Single-crystal X-ray analyses revealed that decatwistacene, which is the longest twistacene reported until now, exhibits an astonishing overall end-to-end torsion angle of about 170, the largest torsion angle reported so far. Both twistacenes have an enhanced solubility and stability with respect to light and oxygen due to their large twisting deformations together with much lower LUMO levels caused by the introduction of imide groups, opening a window to the narrowest chiral graphene nanoribbons with good stability and processability.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/anie.201709342

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