Issue 4, 2006
From the journal:

Chemical Communications

Novel one-pot synthesis of 5-alkenyl-15-alkynylporphyrins and their derivatisation to a butadiyne-linked benzoporphyrin dimer†

Hiroko Yamada,*a   Kayo Kushibe,a   Tetsuo Okujima,a   Hidemitsu Unob  and  Noboru Ono*a  

* Corresponding authors

a Department of Chemistry, Faculty of Science, Ehime University, Bunkyo-cho 2-5, Matsuyama 790-8577, Japan
E-mail: yamada@chem.sci.ehime-u.ac.jp, ononbr@dpc.ehime-u.ac.jp
Fax: +81 89 927 9615
Tel: +81 89 927 9613

b Division of Synthesis and Analysis, Department of Molecular Science, Integrated Center for Sciences, Ehime University, Bunkyo-cho 2-5, Matsuyama, and CREST, Japan Science Technology Corporation (JST), Japan
Fax: +81 89 927
Tel: +81 89 927 9660

Abstract

5-Alkenyl-15-alkynylporphyrins have been obtained unexpectedly by [2 + 2] acid-catalyzed condensation of dipyrrylmethane and TMS propynal in addition to 5,15-dialkynylporphyrin, and the unsymmetrical porphyrin can be converted to a butadiyne-linked dimer by selective desilylation of the alkynyl TMS.

Graphical abstract: Novel one-pot synthesis of 5-alkenyl-15-alkynylporphyrins and their derivatisation to a butadiyne-linked benzoporphyrin dimer

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Article information

DOI
https://doi.org/10.1039/B513848E
Article type
Communication
Submitted
29 Sep 2005
Accepted
19 Nov 2005
First published
06 Dec 2005

Chem. Commun., 2006, 383-385

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Novel one-pot synthesis of 5-alkenyl-15-alkynylporphyrins and their derivatisation to a butadiyne-linked benzoporphyrin dimer

H. Yamada, K. Kushibe, T. Okujima, H. Uno and N. Ono, Chem. Commun., 2006, 383 DOI: 10.1039/B513848E

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