Tuning the Twist by Molecular Design: A New Strategy for Hexabenzocoronene-Containing Helical Twistacene

Mora-Fuentes JP, Villar-Castro D, Barbosa-de-Bessa JF, Aranda D, Hampel F, Pérez D, Perez-Ojeda Rodriguez ME, Peña D, Hirsch A (2026)

Publication Type: Journal article

Publication year: 2026

Journal

Chemistry - A European Journal Wiley

Article Number: e03509

DOI: 10.1002/chem.202503509

Abstract

In this work, we present an efficient synthetic methodology that allows precise and selective control on the C–C bonds during the Scholl reaction. The first ever described hexabenzocoronene (HBC)-containing helical twistacene NG2 has been obtained with very high yield and practically no need for purification, starting from a helical-twisted hexacene NG1. X-ray analysis reveals an end-to-end twist angle, from approximately 145° in NG1 to 132° in NG2. This approach has provided access to nanographenes (NGs) with improved properties compared to their planar analogues, in particular, enhanced solubility and high stability. In addition, they exhibit interesting redox properties, which, together with their high molar absorbance and optimal energy levels, highlight their potential as new organic semiconductor materials for emerging photovoltaic and electronic technologies.

Authors with CRIS profile

Frank Hampel Lehrstuhl für Organische Chemie I Maria Eugenia Perez-Ojeda Rodriguez Lehrstuhl für Organische Chemie II Andreas Hirsch Lehrstuhl für Organische Chemie II

Involved external institutions

University of Santiago de Compostela / Universidad de Santiago de Compostela (USC) ES Spain (ES) Universidad de Málaga / University of Malaga ES Spain (ES)

How to cite

APA:

Mora-Fuentes, J.P., Villar-Castro, D., Barbosa-de-Bessa, J.F., Aranda, D., Hampel, F., Pérez, D.,... Hirsch, A. (2026). Tuning the Twist by Molecular Design: A New Strategy for Hexabenzocoronene-Containing Helical Twistacene. Chemistry - A European Journal. https://doi.org/10.1002/chem.202503509

MLA:

Mora-Fuentes, Juan P., et al. "Tuning the Twist by Molecular Design: A New Strategy for Hexabenzocoronene-Containing Helical Twistacene." Chemistry - A European Journal (2026).

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