A Family of Superhelicenes: Easily Tunable, Chiral Nanographenes by Merging Helicity with Planar pi Systems

Reger D, Haines P, Amsharov K, Schmidt JA, Ullrich T, Bönisch S, Hampel F, Görling A, Nelson J, Jelfs KE, Guldi DM, Jux N (2021)

Publication Type: Journal article

Publication year: 2021

Journal

DOI: 10.1002/anie.202103253

Abstract

We designed a straightforward synthetic route towards a full-fledged family of pi-extended helicenes: superhelicenes. They have two hexa-peri-hexabenzocoronenes (HBCs) in common that are connected via a central five-membered ring. By means of structurally altering this 5-membered ring, we realized a versatile library of molecular building blocks. Not only the superhelicene structure, but also their features are tuned with ease. In-depth physico-chemical characterizations served as a proof of concept thereof. The superhelicene enantiomers were separated, their circular dichroism was measured in preliminary studies and concluded with an enantiomeric assignment. Our work was rounded-off by crystal structure analyses. Mixed stacks of M- and P-isomers led to twisted molecular wires. Using such stacks, charge-carrier mobilities were calculated, giving reason to expect outstanding hole transporting properties.

Authors with CRIS profile

Involved external institutions

Imperial College London / The Imperial College of Science, Technology and Medicine United Kingdom (GB) Martin-Luther-Universität Halle-Wittenberg (MLU) Germany (DE)

How to cite

APA:

Reger, D., Haines, P., Amsharov, K., Schmidt, J.A., Ullrich, T., Bönisch, S.,... Jux, N. (2021). A Family of Superhelicenes: Easily Tunable, Chiral Nanographenes by Merging Helicity with Planar pi Systems. Angewandte Chemie International Edition. https://doi.org/10.1002/anie.202103253

MLA:

Reger, David, et al. "A Family of Superhelicenes: Easily Tunable, Chiral Nanographenes by Merging Helicity with Planar pi Systems." Angewandte Chemie International Edition (2021).

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