Issue 38, 2012
From the journal:

Chemical Communications

Intramolecular hydrogen bonding as a synthetic tool to induce chemical selectivity in acid catalyzed porphyrin synthesis†‡

Jackson D. Megiatto, Jr.,a   Dustin Patterson,a   Benjamin D. Sherman,a   Thomas A. Moore,*a   Devens Gust*a  and  Ana L. Moore*a  

* Corresponding authors

a Center for Bio-Inspired Solar Fuel Production, Department of Chemistry and Biochemistry, Arizona State University, Tempe
E-mail: tmoore@asu.edu, gust@asu.edu, amoore@asu.edu

Abstract

A straightforward procedure based on the formation of intramolecular hydrogen bonds to impart selectivity in the preparation of multi-functionalized porphyrins has been developed. To illustrate the concept, the synthesis of a biomimetic artificial photosynthetic model able to undergo electron and proton transfer reactions upon irradiation is reported.

Graphical abstract: Intramolecular hydrogen bonding as a synthetic tool to induce chemical selectivity in acid catalyzed porphyrin synthesis

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Article information

DOI
https://doi.org/10.1039/C2CC31228J
Article type
Communication
Submitted
17 Feb 2012
Accepted
02 Mar 2012
First published
04 Apr 2012

Chem. Commun., 2012,48, 4558-4560

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Intramolecular hydrogen bonding as a synthetic tool to induce chemical selectivity in acid catalyzed porphyrin synthesis

J. D. Megiatto, D. Patterson, B. D. Sherman, T. A. Moore, D. Gust and A. L. Moore, Chem. Commun., 2012, 48, 4558 DOI: 10.1039/C2CC31228J

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