Expanding the porphyrin pi-system by fusion with anthracene.

Journal article

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).

Authors: Davis, N; Pawlicki, M; Anderson, H

• Publication status: Published
• Journal: Organic letters
• Volume: 10
• Issue: 18
• Pages: 3945-3947
• Publication date: 2008-09-01
• DOI: 10.1021/ol801500b
• EISSN: 1523-7052
• ISSN: 1523-7060
• Language: English