Trimeric and Tetrameric Electron-Deficient Porphyrin Tapes

New hybrid porphyrin tapes comprising meso-3,5-di-tert-butylphenyl-substituted Zn-II-porphyrins (D) and mesopentafluorophenyl-substituted Zn-II-porphyrins (A) were synthesized via cross-condensation of meso-formyl porphyrins 1, 5, and 9 with oligopyrromethanes 2 and 6 as key steps. These hybrid tapes exhibit improved solubilities and enhanced chemical stability as compared with original Dn porphyrin tapes, and all display remarkably coplanar structures favorable for pi-conjugation. The absorption spectrum of ADDA displays Q-like bands at 1400 and 1657 nm with a vibronic structure characteristic of porphyrinoids. The cyclic voltammograms exhibited positively shifted oxidation and reduction waves in the order of DDD