A Möbius antiaromatic complex as a kinetically controlled product in phosphorus insertion to a [32]heptaphyrin

Tomohiro Higashino, Byung Sun Lee, Jong Min Lim, Dongho Kim, Atsuhiro Osuka

Research output: Contribution to journalArticle

34 Citations (Scopus)

Abstract

Singly twisted Möbius antiaromatic [34]heptaphyrin 8 and doubly twisted Hückel aromatic [34]heptaphyrin 9 were formed in the phosphorus insertion reaction to [32]heptaphyrin 7. The Möbius antiaromatic character of 8 has been confirmed on the basis of its X-ray structure, a weak paratropic ring current, ill-defined absorption characteristics, fast excited-state decay, and a relatively small TPA crosssection. In aliphatic nitrile solutions, complex 8 underwent the quantitative thermal migration of the P=O moiety to produce more stable 9 with the concurrent molecular topology switch, thus indicating the complex 8 to be a rare case of a kinetically controlled Möbius antiaromatic species.

Original languageEnglish
Pages (from-to)13105-13108
Number of pages4
JournalAngewandte Chemie - International Edition
Volume51
Issue number52
DOIs
Publication statusPublished - 2012 Dec 21

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Nitriles
Excited states
Phosphorus
Switches
Topology
X rays
Hot Temperature

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

Cite this

Higashino, Tomohiro ; Lee, Byung Sun ; Lim, Jong Min ; Kim, Dongho ; Osuka, Atsuhiro. / A Möbius antiaromatic complex as a kinetically controlled product in phosphorus insertion to a [32]heptaphyrin. In: Angewandte Chemie - International Edition. 2012 ; Vol. 51, No. 52. pp. 13105-13108.
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A Möbius antiaromatic complex as a kinetically controlled product in phosphorus insertion to a [32]heptaphyrin. / Higashino, Tomohiro; Lee, Byung Sun; Lim, Jong Min; Kim, Dongho; Osuka, Atsuhiro.

In: Angewandte Chemie - International Edition, Vol. 51, No. 52, 21.12.2012, p. 13105-13108.

Research output: Contribution to journalArticle

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