The first synthesis of: Meso -dicycloalkylporphycenes: Ring strain effects on structural and optical properties of isomeric porphyrins

Toshikazu Ono, Daiki Koga, Kenji Yoza, Yoshio Hisaeda

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10 Citations (Scopus)

Abstract

Two novel meso-dicycloalkylporphycenes, namely meso-dicyclopentyl- (Cy5Pc) and meso-dicyclohexylporphycenes (Cy6Pc) are synthesized for the first time in porphycene chemistry. We use intermolecular oxidative coupling of 5,6-dicycloalkydipyrroethenes mediated by hypervalent iodine(iii) reagents. The solution fluorescence maxima of Cy5Pc are more than 400 times as intense as that of Cy6Pc. The results suggested that photoluminescence switching is achieved through the ring strain perturbation of the meso-substituted cycloalkyl groups on the porphycene cavity.

Original languageEnglish
Pages (from-to)12258-12261
Number of pages4
JournalChemical Communications
Volume53
Issue number91
DOIs
Publication statusPublished - Jan 1 2017

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All Science Journal Classification (ASJC) codes

  • Catalysis
  • Electronic, Optical and Magnetic Materials
  • Ceramics and Composites
  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Materials Chemistry

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