Issue 44, 2013
From the journal:

Chemical Communications

Carbolithiation of meso-aryl-substituted 5,15-diazaporphyrin selectively provides 3-alkylated diazachlorins†

Ayaka Yamaji,a   Satoru Hiroto,a   Ji-Young Shina  and  Hiroshi Shinokubo*a  

* Corresponding authors

a Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Chikusa-ku, Nagoya 464-8603, Japan
E-mail: hshino@apchem.nagoya-u.ac.jp
Fax: +81-52-789-3188

Abstract

Treatment of meso-mesityl 5,15-diazaporphyrin with alkyllithiums in toluene at low temperature provided monoalkylated diazachlorins through highly regioselective nucleophilic addition at the β-position near the meso-nitrogen atom.

Graphical abstract: Carbolithiation of meso-aryl-substituted 5,15-diazaporphyrin selectively provides 3-alkylated diazachlorins

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Article information

DOI
https://doi.org/10.1039/C3CC41907J
Article type
Communication
Submitted
14 Mar 2013
Accepted
15 Apr 2013
First published
15 Apr 2013

Chem. Commun., 2013,49, 5064-5066

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Carbolithiation of meso-aryl-substituted 5,15-diazaporphyrin selectively provides 3-alkylated diazachlorins

A. Yamaji, S. Hiroto, J. Shin and H. Shinokubo, Chem. Commun., 2013, 49, 5064 DOI: 10.1039/C3CC41907J

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