An Electron‐Deficient Porphyrin Tape |
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| Authors: | Hirotaka Mori Dr Takayuki Tanaka Dr Naoki Aratani Byung Sun Lee Pyosang Kim Prof Dr Dongho Kim Prof Dr Atsuhiro Osuka |
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| Institution: | 1. Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo‐ku, Kyoto 606‐8502 (Japan), Fax: (+81)?75‐753‐3970;2. PRESTO, Japan Science and Technology Agency (Japan);3. Spectroscopy Laboratory for Functional, π‐Electronic Systems and Department of Chemistry, Yonsei University, Seoul 120‐749 (Korea), Fax: (+82)?2‐364‐7050 |
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| Abstract: | Hexakis(pentafluorophenyl)‐substituted meso–meso‐linked ZnII–diporphyrin ( 9 ), which was prepared by the acid‐catalyzed cross‐condensation of 1,1,2,2‐tetrapyrroethane ( 5 ) with dipyrromethane dicarbinol ( 6 ), was converted into meso–meso,β‐β,β‐β triply linked ZnII–diporphyrin 3 by oxidation with 2,3‐dichloro‐5,6‐dicyanobenzoquinone (DDQ) and Sc(OTf)3. Beside the red‐shifted absorption spectrum and split first oxidation potential that are common to the triply‐linked ZnII–diporphyrins, diporphyrin 3 exhibited considerably improved chemical stability owing to a lowered HOMO and good solubility in common organic solvents. The two‐photon absorption (TPA) cross‐section and S1‐state lifetime of compound 3 were 1700 GM and 3.3 ps, respectively. |
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| Keywords: | conjugation cyclic voltammetry dimer electron‐deficient compounds porphyrinoids |
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