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Synthesis of p -substituted tetraphenylporphyrins and corresponding ferric complexes with mixed-solvents method

Zhicheng SUN, Yuanbin SHE, Rugang ZHONG,

《化学科学与工程前沿(英文)》 2009年 第3卷 第4期   页码 457-461 doi: 10.1007/s11705-009-0169-6

摘要: By using mixed-solvents method, five kinds of -substituted tetraphenylporphyrin compounds [T(-R)PPH, R=NO, Cl, CH, OCH, OH] were synthesized by the condensation of -substituted benzaldehyde with pyrrole in mixed solvents (propionic acid, acetic acid and nitrobenzene), and corresponding ferric complexes [T(-R)PPFeCl] were synthesized in dimethylformamide. The above free base porphyrins were obtained in 30%–50% yields, metalation yields were up to 90% and total yields of ferric complexes were 27%–50%. Effects of reactive conditions, solvents and oxidants on yields of free base porphyrins were investigated and the relevant mechanism was discussed. Structures of the above porphyrin complexes were characterized by ultraviolet-visible (UV-Vis), infrared (IR) and far infrared (FIR) spectroscopy.

关键词: -substituted tetraphenylporphyrin     condensation     -substituted benzaldehyde     dimethylformamide     metalation    

Synthesis and properties of tetrathiafulvalene-porphyrin assemblies

Meijiang LI, Rui HUANG, Changzhi WU, Hujin ZUO, Guoqiao LAI, Yongjia SHEN

《化学科学与工程前沿(英文)》 2011年 第5卷 第4期   页码 422-428 doi: 10.1007/s11705-011-1124-x

摘要: Two donor-σ-acceptor molecular systems incorporating tetrathiafulvalene (TTF) and tetraphenylporphyrin (TPP) units, TTF-TPP ( ) and TTF-TPP-TTF ( ), were synthesized. Both and and their synthetic intermediates have been characterized by H nuclear magnetic resonance ( H NMR) and mass spectrography (MS). Their ultraviolet and visible spectroscopy (UV-Vis) and cyclic voltammetry (CV) showed negligible intramolecular charge transfer interaction in their ground states. Their fluorescence intensity was strongly quenched compared with TPP, which implied the photoinduced electron transfer occurred from the TTF unit to the TPP unit in the excited state. On the other hand, their fluorescence intensity could be modulated by sequential oxidation of the TTF unit using chemical methods, which exhibited their potential application in fluorescence molecular switch.

关键词: tetrathiafulvalene     tetraphenylporphyrin     dyad     triad     fluorescence molecular switch    

标题 作者 时间 类型 操作

Synthesis of p -substituted tetraphenylporphyrins and corresponding ferric complexes with mixed-solvents method

Zhicheng SUN, Yuanbin SHE, Rugang ZHONG,

期刊论文

Synthesis and properties of tetrathiafulvalene-porphyrin assemblies

Meijiang LI, Rui HUANG, Changzhi WU, Hujin ZUO, Guoqiao LAI, Yongjia SHEN

期刊论文