An Electron-Deficient Porphyrin Tape

作者：Mori Hirotaka; Tanaka Takayuki; Aratani Naoki; Lee Byung Sun; Kim Pyosang; Kim Dongho^*; Osuka Atsuhiro

来源：Chemistry-An Asian Journal, 2012, 7(8): 1811-1816.

DOI：10.1002/asia.201200247

• conjugation
• cyclic voltammetry
• dimer
• electron-deficient compounds
• porphyrinoids

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.

• 出版日期2012-8