Expanding the porphyrin pi-system by fusion with anthracene.
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-d...
| Main Authors: | , , |
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| Formato: | Journal article |
| Idioma: | English |
| Publicado em: |
2008
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| Resumo: | 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). |
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