Antiaromatic hexaphyrins and octaphyrins stabilized by the hydrogen-bonding interactions of meso-imidazolyl groups

Hirotaka Mori, Young Mo Sung, Byung Sun Lee, Dongho Kim, Atsuhiro Osuka

Research output: Contribution to journalArticle

27 Citations (Scopus)

Abstract

Stable antiaromatic expanded porphyrins were designed by the judicious implementation of meso-imidazolyl groups, which cause stabilization through the creation of a hydrogen-bonding network (see structures) that overcomes antiaromatic electronic destabilization. Both the [28]hexaphyrin 1 and the [36]octaphyrin 2, which contain imidazolyl groups at two opposite meso positions, are shown to be stable Hückel antiaromatic species.

Original languageEnglish
Pages (from-to)12459-12463
Number of pages5
JournalAngewandte Chemie - International Edition
Volume51
Issue number50
DOIs
Publication statusPublished - 2012 Dec 7

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Porphyrins
Hydrogen bonds
Stabilization

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

Cite this

Mori, Hirotaka ; Sung, Young Mo ; Lee, Byung Sun ; Kim, Dongho ; Osuka, Atsuhiro. / Antiaromatic hexaphyrins and octaphyrins stabilized by the hydrogen-bonding interactions of meso-imidazolyl groups. In: Angewandte Chemie - International Edition. 2012 ; Vol. 51, No. 50. pp. 12459-12463.
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Antiaromatic hexaphyrins and octaphyrins stabilized by the hydrogen-bonding interactions of meso-imidazolyl groups. / Mori, Hirotaka; Sung, Young Mo; Lee, Byung Sun; Kim, Dongho; Osuka, Atsuhiro.

In: Angewandte Chemie - International Edition, Vol. 51, No. 50, 07.12.2012, p. 12459-12463.

Research output: Contribution to journalArticle

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