Facile formation of a benzopyrane-fused [28]hexaphyrin that exhibits distinct Möbius aromaticity

Sumito Tokuji, Jae Yoon Shin, Suk Kim Kil, Min Lim Jong, Katsuyuki Youfu, Shohei Saito, Dongho Kim, Atsuhiro Osuka

Research output: Contribution to journalArticle

71 Citations (Scopus)

Abstract

(Chemical Equation Presented) A benzopyrane-fused [28]hexaphyrin, 2, was prepared by simple heating of [26]hexaphyrin 1 in acetic acid. Fused [28]hexaphyrin 2 features a molecular twist, a distinct diatropic ring current, a large HOMA value, a large negative NICS value, and a large two-photon absorption (TPA) cross section even at room temperature, all of which support the M bius aromaticity of 2. To the best of our knowledge, 2 is the first macrocycle that acquires distinct M bius aromaticity without any assistance from metal coordination, temperature control, or protonation.

Original languageEnglish
Pages (from-to)7240-7241
Number of pages2
JournalJournal of the American Chemical Society
Volume131
Issue number21
DOIs
Publication statusPublished - 2009 Jun 3

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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