Issue 66, 2014
From the journal:

Chemical Communications

Stepwise π-extension of meso-alkylidenyl porphyrins through sequential 1,3-dipolar cycloaddition and redox reactions†

Dowoo Park,a   Seung Doo Jeong,a   Masatoshi Ishidab  and  Chang-Hee Lee*a  

* Corresponding authors

a Department of Chemistry, Kangwon National University, Chun Cheon 200-701, Korea
E-mail: chhlee@kangwon.ac.kr

b Department of Chemistry, Kyushu University, Hakozaki, Higashi-ku, Fukuoka, Japan

Abstract

Several regioselectively π-extended, pyrrole fused porphyrinoids have been synthesized by the 1,3-dipolar cycloaddition of meso-alkylidene-(benzi)porphyrins. Pd(II) complexes gave oxidation resistant, bis-pyrrole fused adducts. The repeated 1,3-dipolar cycloaddition followed by oxidation–reduction of pentaphyrin analogs afforded π-extended porphyrin analogs.

Graphical abstract: Stepwise π-extension of meso-alkylidenyl porphyrins through sequential 1,3-dipolar cycloaddition and redox reactions

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Article information

DOI
https://doi.org/10.1039/C4CC04283B
Article type
Communication
Submitted
04 Jun 2014
Accepted
28 Jun 2014
First published
30 Jun 2014

Chem. Commun., 2014,50, 9277-9280

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Stepwise π-extension of meso-alkylidenyl porphyrins through sequential 1,3-dipolar cycloaddition and redox reactions

D. Park, S. D. Jeong, M. Ishida and C. Lee, Chem. Commun., 2014, 50, 9277 DOI: 10.1039/C4CC04283B

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