Cyclo[8]isoindoles: Ring-expanded and annelated porphyrinoids

Tetsuo Okujima, Guangnan Jin, Naoki Matsumoto, John MacK, Shigeki Mori, Keishi Ohara, Daiki Kuzuhara, Chie Ando, Noboru Ono, Hiroko Yamada, Hidemitsu Uno, Nagao Kobayashi

Research output: Contribution to journalArticlepeer-review

26 Citations (Scopus)

Abstract

Retro: Cyclo[8]isoindole, which has a saddle-shaped geometry (see picture, 2), was synthesized by oxidative coupling of a bicyclo[2.2.2]octadiene(BCOD)- fused 2,2′-bipyrrole followed by a retro-Diels-Alder reaction of BCOD-fused cyclo[8]pyrrole (1). Key trends in the optical spectra of ring-annelated cyclo[8]pyrroles are identified based on magnetic circular dichroism spectra and theorectical calculations.

Original languageEnglish
Pages (from-to)5699-5703
Number of pages5
JournalAngewandte Chemie - International Edition
Volume50
Issue number25
DOIs
Publication statusPublished - 2011 Jun 14

Keywords

  • cyclo[n]pyrroles
  • density functional calculations
  • macrocycles
  • porphyrinoids
  • retro-Diels-Alder reaction

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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