A Stable π-Conjugated Singlet Biradical

Felix Hinkel; Jan Freudenberg; Uwe H F Bunz

doi:10.1002/anie.201605490

A Stable π-Conjugated Singlet Biradical

Angew Chem Int Ed Engl. 2016 Aug 16;55(34):9830-2. doi: 10.1002/anie.201605490. Epub 2016 Jun 27.

Authors

Felix Hinkel^{1

2}, Jan Freudenberg^{1

3}, Uwe H F Bunz^{4

5}

Affiliations

¹ Organisch-Chemisches Institut, Ruprecht-Karls-Universität, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
² Centre of Advanced Materials (CAM), Ruprecht-Karls-Universität, Im Neuenheimer Feld 225, 69120, Heidelberg, Germany.
³ InnovationLab GmbH, Speyrer Strasse 4, 69115, Heidelberg, Germany.
⁴ Organisch-Chemisches Institut, Ruprecht-Karls-Universität, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany. uwe.bunz@oci.uni-heidelberg.de.
⁵ Centre of Advanced Materials (CAM), Ruprecht-Karls-Universität, Im Neuenheimer Feld 225, 69120, Heidelberg, Germany. uwe.bunz@oci.uni-heidelberg.de.

PMID: 27348797
DOI: 10.1002/anie.201605490

Abstract

A large polycyclic hydrocarbon with a singlet biradical ground state has been obtained by the combined effects of topology and electron-accepting aromatic substituents, which stabilize its open-shell singlet state.

Keywords: aromaticity; polycycles; quinoids; radicals; zethrenes.