Issue 36, 2011
From the journal:

Chemical Communications

Oxidative coupling of porphyrins using copper(ii) salts†‡

Bradley J. Brennan,a   Michael J. Kenney,a   Paul A. Liddell,a   Brian R. Cherry,b   Jian Li,c   Ana L. Moore,*a   Thomas A. Moore*a  and  Devens Gust*a  

* Corresponding authors

a Department of Chemistry and Biochemistry, Center for Bioenergy and Photosynthesis, Arizona State University, Tempe, USA
E-mail: amoore@asu.edu, tom.moore@asu.edu, gust@asu.edu

b Magnetic Resonance Research Center, Arizona State University, Tempe, USA

c School of Materials, Arizona State University, 7700 South River Parkway, Tempe, Arizona 85284, USA

Abstract

A method for radical coupling of porphyrins using copper(II) salts as one-electron oxidants was developed. A Zn(II)-porphyrin bearing an aminophenyl group yielded porphyrin oligomers, and two tri-arylporphyrins were oxidized to form doubly and triply linked dimers. Bromination of doubly linked dimers gave macrocycles with twisted skeletons.

Graphical abstract: Oxidative coupling of porphyrins using copper(ii) salts

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Article information

DOI
https://doi.org/10.1039/C1CC13596A
Article type
Communication
Submitted
16 Jun 2011
Accepted
18 Jul 2011
First published
09 Aug 2011

Chem. Commun., 2011,47, 10034-10036

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Oxidative coupling of porphyrins using copper(II) salts

B. J. Brennan, M. J. Kenney, P. A. Liddell, B. R. Cherry, J. Li, A. L. Moore, T. A. Moore and D. Gust, Chem. Commun., 2011, 47, 10034 DOI: 10.1039/C1CC13596A

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