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 journalArticlepeer-review

31 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

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

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