Tetrabenzo[a,f,j,o]perylene: A Polycyclic Aromatic Hydrocarbon with An Open-Shell Singlet Biradical Ground State

Liu J, Ravat P, Wagner M, Baumgarten M, Feng X, Mueller K (2015)

Publication Type: Journal article

Publication year: 2015

Journal

Angewandte Chemie International Edition Wiley

Book Volume: 54

Pages Range: 12442-12446

Journal Issue: 42

DOI: 10.1002/anie.201502657

Abstract

A novel tetrabenzo[a,f,j,o]perylene, namely "bistetracene" in which two tetracenes are connected side by side with two bonds, was synthesized and characterized. An optical energy gap of about 1.56eV is derived from the UV/Vis absorption spectrum, showing the low optical gap feature of such zigzag-edged polycyclic aromatic hydrocarbons (PAHs). Theoretical calculations and physical property investigations manifest that such a PAH possesses a prominent biradical character in the ground state, which is the first example among bistetracene derivatives. However, the bistetracene can easily undergo oxidation to tetrabenzo[a,f,j,o]perylene-9,19-dione (diketone) under ambient conditions. Thereby, such zigzag-edged PAH provides insight into understanding the edge state of other expanded homologues, such as peri-tetracenes or peri-pentacenes.

Involved external institutions

Max-Planck-Institut für Polymerforschung (MPI-P) / Max Planck Institute for Polymer Research DE Germany (DE) Technische Universität Dresden DE Germany (DE)

How to cite

APA:

Liu, J., Ravat, P., Wagner, M., Baumgarten, M., Feng, X., & Mueller, K. (2015). Tetrabenzo[a,f,j,o]perylene: A Polycyclic Aromatic Hydrocarbon with An Open-Shell Singlet Biradical Ground State. Angewandte Chemie International Edition, 54(42), 12442-12446. https://doi.org/10.1002/anie.201502657

MLA:

Liu, Junzhi, et al. "Tetrabenzo[a,f,j,o]perylene: A Polycyclic Aromatic Hydrocarbon with An Open-Shell Singlet Biradical Ground State." Angewandte Chemie International Edition 54.42 (2015): 12442-12446.

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