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 journalArticle

41 Citations (Scopus)

Abstract

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
Volume54
Issue number47
DOIs
Publication statusPublished - 2015 Nov 16

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

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    Schmidt, D., Son, M., Lim, J. M., Lin, M. J., Krummenacher, I., Braunschweig, H., Kim, D., & Würthner, F. (2015). Perylene Bisimide Radicals and Biradicals: Synthesis and Molecular Properties. Angewandte Chemie - International Edition, 54(47), 13980-13984. https://doi.org/10.1002/anie.201507039