A stable organic radical delocalized on a highly twisted π system formed upon palladium metalation of a möbius aromatic hexaphyrin

Harapriya Rath, Sumito Tokuji, Naoki Aratani, Ko Furukawa, Jong Min Lim, Dongho Kim, Hiroshi Shinokubo, Atsuhiro Osuka

Research output: Contribution to journalArticlepeer-review

47 Scopus citations

Abstract

Figure Presented One more twist of a Möbius strip: Metalation of Möbius-aromatic hexakis(pentafluorophenyl)[28]hexaphyrin (see picture; Pd red, Cl green, N blue, phenyl rings omitted) provides a highly stable organic radical that is delocalized over a doubly twisted π-conjugation system. The two-photon absorption cross-section is distinctly larger than that of non-aromatic expanded porphyrins.

Original languageEnglish
Pages (from-to)1489-1491
Number of pages3
JournalAngewandte Chemie - International Edition
Volume49
Issue number8
DOIs
StatePublished - 15 Feb 2010

Keywords

  • Aromaticity
  • Palladium
  • Porphyrinoids
  • Radicals
  • Two-photon absorption

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