An Electron-Deficient Porphyrin Tape

被引:23
作者
Mori, Hirotaka [3 ]
Tanaka, Takayuki [3 ]
Aratani, Naoki [3 ,4 ]
Lee, Byung Sun [1 ,2 ]
Kim, Pyosang [1 ,2 ]
Kim, Dongho [1 ,2 ]
Osuka, Atsuhiro [3 ]
机构
[1] Yonsei Univ, Spect Lab Funct Elect Syst, Seoul 120749, South Korea
[2] Yonsei Univ, Dept Chem, Seoul 120749, South Korea
[3] Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
[4] Japan Sci & Technol Agcy Japan, PRESTO, Tokyo, Japan
关键词
conjugation; cyclic voltammetry; dimer; electron-deficient compounds; porphyrinoids; 2-PHOTON ABSORPTION; PHOTOPHYSICAL PROPERTIES; FUSED PORPHYRIN; BINDING; AZULENE; DESIGN; ARRAYS; SHEET; DIMER;
D O I
10.1002/asia.201200247
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Hexakis(pentafluorophenyl)-substituted mesomeso-linked ZnIIdiporphyrin (9), which was prepared by the acid-catalyzed cross-condensation of 1,1,2,2-tetrapyrroethane (5) with dipyrromethane dicarbinol (6), was converted into mesomeso,beta-beta,beta-beta triply linked ZnIIdiporphyrin 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 ZnIIdiporphyrins, 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.
引用
收藏
页码:1811 / 1816
页数:6
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