Gram-scale synthesis of porphycenes through acid-catalyzed oxidative macrocyclizations of E/Z-mixed 5,6-diaryldipyrroethenes

Toshikazu Ono; Ning Xu; Daiki Koga; Toshihiro Ideo; Manabu Sugimoto; Yoshio Hisaeda

doi:10.1039/c8ra09040h

Gram-scale synthesis of porphycenes through acid-catalyzed oxidative macrocyclizations of E/Z-mixed 5,6-diaryldipyrroethenes

Toshikazu Ono, Ning Xu, Daiki Koga, Toshihiro Ideo, Manabu Sugimoto, Yoshio Hisaeda

Research output: Contribution to journal › Article

7 Citations (Scopus)

Abstract

The gram-scale production of porphycene derivatives is reported. This has been achieved by acid-catalyzed ring closure of an E/Z-mixture of 5,6-diaryldipyrroethenes, resulting in the formation of meso-tetraarylporphycenes in yields of up to 80%. E/Z-isomerization of the 5,6-diaryldipyrroethenes under acidic conditions was key to proceed the effective macrocyclization.

Original language	English
Pages (from-to)	39269-39273
Number of pages	5
Journal	RSC Advances
Volume	8
Issue number	69
DOIs	https://doi.org/10.1039/c8ra09040h
Publication status	Published - Jan 1 2018

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All Science Journal Classification (ASJC) codes

Chemistry(all)
Chemical Engineering(all)

Cite this

Ono, T., Xu, N., Koga, D., Ideo, T., Sugimoto, M., & Hisaeda, Y. (2018). Gram-scale synthesis of porphycenes through acid-catalyzed oxidative macrocyclizations of E/Z-mixed 5,6-diaryldipyrroethenes. RSC Advances, 8(69), 39269-39273. https://doi.org/10.1039/c8ra09040h

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AU - Hisaeda, Yoshio

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10.1039/c8ra09040h