Perylene Bisimide Radicals and Biradicals: Synthesis and Molecular Properties

David Schmidt, Minjung Son, Jong Min Lim, Mei Jin Lin, Ivo Krummenacher, Holger Braunschweig, Dongho Kim, Frank Würthner

Research output: Contribution to journalArticlepeer-review

59 Citations (Scopus)


Unprecedented neutral perylene-3,4:9,10-tetracarboxylic acid bisimide (PBI) radicals and biradicals were synthesized by facile chemical oxidation of 4-hydroxyaryl-substituted PBIs. Subsequent characterization by optical and magnetic spectroscopic techniques, as well as quantum chemical calculations, revealed an open-shell singlet biradical ground state for the PBI biradical OS-2. (〈2〉=1.2191) with a relatively small singlet-triplet energy gap of 0.041 eV and a large singlet biradical character of y=0.72.

Original languageEnglish
Pages (from-to)13980-13984
Number of pages5
JournalAngewandte Chemie - International Edition
Issue number47
Publication statusPublished - 2015 Nov 16

Bibliographical note

Publisher Copyright:
© 2015 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

All Science Journal Classification (ASJC) codes

  • Catalysis
  • General Chemistry


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