Expanding the porphyrin π-system by fusion with anthracene

被引:142
作者
Davis, Nicola K. S. [1 ]
Pawlicki, Milosz [1 ]
Anderson, Harry L. [1 ]
机构
[1] Univ Oxford, Chem Res Lab, Dept Chem, Oxford OX1 3TA, England
基金
英国工程与自然科学研究理事会;
关键词
D O I
10.1021/ol801500b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis of beta,meso,beta-anthracene triply fused and beta,meso-anthracene doubly fused porphyrins has been achieved via oxidative intramolecular ring closure of meso-(9-anthryl)porphyrins and meso-(1-anthryl)porphyrins, respectively. Fusion was only possible when the anthracene carried electron-donating alkoxy substituents. The fused porphyrins exhibit strongly red-shifted UV-vis absorption spectra and reduced electrochemical HOMO-LUMO gaps (relative to the unfused tetraaryl porphyrin precursor).
引用
收藏
页码:3945 / 3947
页数:3
相关论文
共 23 条
[21]   Graphenes as potential material for electronics [J].
Wu, Jishan ;
Pisula, Wojciech ;
Muellen, Klaus .
CHEMICAL REVIEWS, 2007, 107 (03) :718-747
[22]   Pyrene-fused porphyrins:: Annulation reactions of meso-pyrenylporphyrins [J].
Yamane, O ;
Sugiura, K ;
Miyasaka, H ;
Nakamura, K ;
Fujimoto, T ;
Nakamura, K ;
Kaneda, T ;
Sakata, Y ;
Yamashita, M .
CHEMISTRY LETTERS, 2004, 33 (01) :40-41
[23]  
Yen T. F., 1975, ROLE TRACE METALS PE, P1