Studies On The Synthesis And Properties Of Meso Anthracenes Bridged Porphyrins

In order to construct large flat π conjugated porphyrin arrays,anthracenes and porphyrins were incorporated via cross-coupling reaction, then oxidative fused each other. In this thesis, a series of anthracenes bridged porphyrins were synthesized by Suzuki cross-coupling reaction and oxidative fusion. Furthermore, the new compounds structures were characterized by 1H NMR and their photophyscial properties were tested by UV-vis-NIR absorption spectrum and cycle voltammetry. The main thesis studies are as follows.(1) According to literatures, 5,10,15-tri-(3,5-di-tert-butyphenyl) porphyrin, 5, 15-di-(3,5-di-tert-butyphenyl) porphyrin, 5, 10-di-(3,5-di-tert–buty phenyl) porphyrin and 9,10-di-borylanthracene have been prepared, and the series of legos have been synthesized via bromination, boronation and Suzuki cross- coupling reaction.(2) A series of anthracenes bridged porphyrins prepared by Suzuki cross-coupling reaction were oxidated by FeCl3 to get nano-tape. The new compounds structures were characterized by 1H NMR.(3) The photophyscial and electrochemical properties of anthracenes fused porphyrins nano-tape were studied by UV-vis-NIR absorption spectrum and cycle voltammetry. The UV-vis-NIR spectra exhibit a significant red shift reaching into the near infrared and the cycle voltammetry spectra show small electrochemical HOMO-LUMO gaps, which indicated that the π conjugate system expanded by anthracenes fused porphyrins.