Issue 24, 2011
From the journal:

Chemical Communications

Conformational and spectroscopic properties of π-extended, bipyrrole-fused rubyrin and sapphyrin derivatives†

Se-Young Kee,a   Jong Min Lim,b   Soo-Jin Kim,a   Jaeduk Yoo,a   Jung-Su Park,c   Tridib Sarma,d   Vincent M. Lynch,c   Pradeepta K. Panda,*d   Jonathan L. Sessler,*bc   Dongho Kim*b  and  Chang-Hee Lee*a  

* Corresponding authors

a Department of Chemistry and Institute of Molecular Science and Fusion Technology, Kangwon National University, Chun-Chon 200-701, Korea
E-mail: chhlee@kangwon.ac.kr
Fax: +82 33 2537582
Tel: +82 33 2508490

b Department of Chemistry, Yonsei University, Seoul 120-749, Korea
E-mail: dongho@yonsei.ac.kr
Fax: +82-2-2123-2434
Tel: +82-2-2123-2436

c Department of Chemistry and Biochemistry University of Texas at Austin, Austin TX 78712, USA
E-mail: sessler@mail.utexas.edu
Fax: +1 512 471 7550
Tel: +1 512 471 5009

d School of Chemistry, University of Hyderabad, Hyderabad-500046, India
E-mail: pkpsc@uohyd.ernet.in

Abstract

Two new expanded porphyrins, naphthorubyrin and naphthosapphyrin, were synthesized. The π-extended rubyrin was isolated and structurally characterized in its monoprotonated form. The sapphyrin congener undergoes pyrrole inversion as a function of the protonation state. These conformational effects are reflected in the spectroscopic features, including the excited singlet state lifetimes.

Graphical abstract: Conformational and spectroscopic properties of π-extended, bipyrrole-fused rubyrin and sapphyrin derivatives

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Article information

DOI
https://doi.org/10.1039/C1CC11733E
Article type
Communication
Submitted
26 Mar 2011
Accepted
04 May 2011
First published
23 May 2011

Chem. Commun., 2011,47, 6813-6815

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Conformational and spectroscopic properties of π-extended, bipyrrole-fused rubyrin and sapphyrin derivatives

S. Kee, J. M. Lim, S. Kim, J. Yoo, J. Park, T. Sarma, V. M. Lynch, P. K. Panda, J. L. Sessler, D. Kim and C. Lee, Chem. Commun., 2011, 47, 6813 DOI: 10.1039/C1CC11733E

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