Gram-scale synthesis of nickel(II) norcorrole: The smallest antiaromatic porphyrinoid

Tomohiro Ito, Yosuke Hayashi, Soji Shimizu, Ji Young Shin, Nagao Kobayashi, Hiroshi Shinokubo

Research output: Contribution to journalArticlepeer-review

154 Citations (Scopus)


Small is beautiful: A ring-contracted sister of porphyrin, norcorrole, has been synthesized efficiently as a stable molecule by a nickel-templated strategy. The norcorrole complex is stable but exhibits a distinct antiaromatic character according to the Hückel rule. Oxidation of the norcorrole complex provides an aromatic oxacorrole complex.

Original languageEnglish
Pages (from-to)8542-8545
Number of pages4
JournalAngewandte Chemie - International Edition
Issue number34
Publication statusPublished - 2012 Aug 20
Externally publishedYes


  • C-C bond formation
  • aromaticity
  • magnetic circular dichroism
  • nickel
  • porphyrinoids

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)


Dive into the research topics of 'Gram-scale synthesis of nickel(II) norcorrole: The smallest antiaromatic porphyrinoid'. Together they form a unique fingerprint.

Cite this