Cationic Nitrogen-Doped Helical Nanographenes

Xu K, Fu Y, Zhou Y, Hennersdorf F, Machata P, Vincon I, Weigand JJ, Popov AA, Berger R, Feng X (2017)

Publication Type: Journal article

Publication year: 2017

Journal

Angewandte Chemie International Edition Wiley

Book Volume: 56

Pages Range: 15876-15881

Journal Issue: 50

DOI: 10.1002/anie.201707714

Abstract

Herein, we report the design and synthesis of a series of novel cationic nitrogen-doped nanographenes (CNDNs) with nonplanar geometry and axial chirality. Single-crystal X-ray analysis reveals helical and cove-edged structures. Compared to their all-carbon analogues, the frontier orbitals of the CNDNs are energetically lower lying, with a reduced optical energy gap and greater electron-accepting behavior. Cyclic voltammetry shows all the derivatives to undergo quasireversible reductions. In situ spectroelectrochemical studies prove that, depending on the number of nitrogen dopants, either neutral radicals (one nitrogen dopant) or radical cations (two nitrogen dopants) are formed upon reduction. The concept of cationic nitrogen doping and introducing helicity into nanographenes paves the way for the design and synthesis of expanded nanographenes or even graphene nanoribbons with cationic nitrogen dopants.

Involved external institutions

Technische Universität Dresden DE Germany (DE) Leibniz-Institut für Festkörper- und Werkstoffforschung Dresden e.V. (IFW) / Leibniz Institute for Solid State and Materials Research Dresden DE Germany (DE)

How to cite

APA:

Xu, K., Fu, Y., Zhou, Y., Hennersdorf, F., Machata, P., Vincon, I.,... Feng, X. (2017). Cationic Nitrogen-Doped Helical Nanographenes. Angewandte Chemie International Edition, 56(50), 15876-15881. https://doi.org/10.1002/anie.201707714

MLA:

Xu, Kun, et al. "Cationic Nitrogen-Doped Helical Nanographenes." Angewandte Chemie International Edition 56.50 (2017): 15876-15881.

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