Novel syntheses and properties of meso-tetraaryl-octabromo-tetranaphtho[2,3]porphyrins (Ar4Br8TNPs)

Xiu-Zhao Jiang; Chen-Xin Cai; Jin-Tao Liu; Hidemitsu Uno

doi:10.1039/C2OB00041E

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Novel syntheses and properties of meso-tetraaryl-octabromo-tetranaphtho[2,3]porphyrins (Ar₄Br₈TNPs)†

Xiu-Zhao Jiang,^a Chen-Xin Cai,*^a Jin-Tao Liu*^a and Hidemitsu Uno^b

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* Corresponding authors

^a Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China
E-mail: caicx@sioc.ac.cn, jtliu@sioc.ac.cn
Fax: +86 21 64166128
Tel: +86 21 54925188

^b Graduate School of Science and Engineering, Ehime University, 2-5 Bunkyo-cho, Matsuyama, Japan
E-mail: uno@dpc.ehime-u.ac.jp
Fax: +81 89-927-5510

Abstract

o-Quinodimethane (o-QDM) generated from benzosultine was used to extend the pyrrole system for the preparation of octabromo-tetranaphtho[2,3]porphyrins via oxidative aromatization. The properties of these bromoporphyrins were presented and chemical transformation via Pd-catalyzed Suzuki reaction was also effectively achieved.

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Article information

DOI: https://doi.org/10.1039/C2OB00041E
Article type: Paper
Submitted: 06 Jan 2012
Accepted: 13 Feb 2012
First published: 15 Feb 2012

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Org. Biomol. Chem., 2012,10, 3110-3115

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Novel syntheses and properties of meso-tetraaryl-octabromo-tetranaphtho[2,3]porphyrins (Ar₄Br₈TNPs)

X. Jiang, C. Cai, J. Liu and H. Uno, Org. Biomol. Chem., 2012, 10, 3110 DOI: 10.1039/C2OB00041E

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Organic & Biomolecular Chemistry