A Stable Saddle-Shaped Polycyclic Hydrocarbon with an Open-Shell Singlet Ground State

Ma J, Liu J, Baumgarten M, Fu Y, Tan YZ, Schellhammer KS, Ortmann F, Cuniberti G, Komber H, Berger R, Muellen K, Feng X (2017)

Publication Type: Journal article

Publication year: 2017

Journal

Angewandte Chemie International Edition Wiley

Book Volume: 56

Pages Range: 3280-3284

Journal Issue: 12

DOI: 10.1002/anie.201611689

Abstract

Diindeno-fused bischrysene, a new diindeno-based polycyclic hydrocarbon (PH), was synthesized and characterized. It was elucidated in detailed experimental and theoretical studies that this cyclopenta-fused PH possesses an open-shell singlet biradical structure in the ground state and exhibits high stability under ambient conditions (t1/2=39 days). The crystal structure unambiguously shows a novel saddle-shaped π-conjugated carbon skeleton due to the steric hindrance of the central cove-edged bischrysene unit. UV/Vis spectral measurements revealed that the title molecule has a very narrow optical energy gap of 0.92 eV, which is consistent with the electrochemical analysis and further supported by density functional theory (DFT) calculations.

Involved external institutions

Technische Universität Dresden DE Germany (DE) Max-Planck-Institut für Polymerforschung (MPI-P) / Max Planck Institute for Polymer Research DE Germany (DE) Xiamen University CN China (CN) Leibniz-Institut für Polymerforschung Dresden e. V. DE Germany (DE)

How to cite

APA:

Ma, J., Liu, J., Baumgarten, M., Fu, Y., Tan, Y.-Z., Schellhammer, K.S.,... Feng, X. (2017). A Stable Saddle-Shaped Polycyclic Hydrocarbon with an Open-Shell Singlet Ground State. Angewandte Chemie International Edition, 56(12), 3280-3284. https://doi.org/10.1002/anie.201611689

MLA:

Ma, Ji, et al. "A Stable Saddle-Shaped Polycyclic Hydrocarbon with an Open-Shell Singlet Ground State." Angewandte Chemie International Edition 56.12 (2017): 3280-3284.

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