Benzene-crosslinked hexaphyrin: Molecules of benzene in hexaphyrin

Author:

Uno Hidemitsu1,Hata Shogo1,Hashimoto Kohei1,Muramatsu Kota1,Nakano Hideyuki1,Takiue Takahiro1,Uoyama Hiroki1,Tanioka Yuma1,Mori Shigeki2,Okujima Tetsuo1,Takase Masayoshi1

Affiliation:

1. Department of Chemistry and Biology, Graduate School of Science and Engineering, Ehime University, Matsuyama 790-8577, Japan

2. Advanced Research Support Center, Ehime University, Matsuyama 790-8577, Japan

Abstract

Two blueish materials were obtained in the acid-catalyzed condensation of 5-pentafluorophenyldipyrromethane-1,9-bis{(petafluorophenyl)-methanol} with 4,8-dihydro-4,8-ethanopyrrol[3,4-[Formula: see text]]isoindole followed by oxidation, although the yields were low. Their structures were unambiguously determined by the X-ray analysis. One was ethylene-connected bisdipyrromethene and another was bicyclo[2.2.2]octene-crosslinked dihydrohexaphyrin, which was gradually transformed to benzene-crosslinked hexaphyrin under air in solution via bicyclo[2.2.2]octadiene-crosslinked hexaphyrin. The benzene-crosslinked hexaphyrin was directly obtained in the similar acid-catalyzed condensation procedure of the dipyrromethane with 4,8-dihydropyrrol[3,4-[Formula: see text]]isoindole, although the yield was also low.

Funder

Grant-in-Aid for Scientific Research, KAKENHI

NSFC-JSPS Joint Project

Publisher

World Scientific Pub Co Pte Ltd

Subject

General Chemistry

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