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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
Chem. Commun., 2011,47, 6813-6815
DOI:
10.1039/C1CC11733E
Received
26 Mar 2011,
Accepted
04 May 2011
First published online
23 May 2011
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.
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