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Department of Chemistry and Institute of Molecular Science and Fusion Technology, Kangwon National University, Chun-Chon 200-701, Korea
; Fax: +82 33 2537582
; Tel: +82 33 2508490
Department of Chemistry, Yonsei University, Seoul 120-749, Korea
; Fax: +82-2-2123-2434
; Tel: +82-2-2123-2436
Department of Chemistry and Biochemistry University of Texas at Austin, Austin TX 78712, USA
; Fax: +1 512 471 7550
; Tel: +1 512 471 5009
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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