Highly planar diarylamine-fused porphyrins and their remarkably stable radical cations.

Highly planar diarylamine-fused porphyrins and their remarkably stable radical cations† †Electronic supplementary information (ESI) available. CCDC 1469154–1469160. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c6sc02721k Click here for additional data file. Click here for additional data file.

New donor-acceptor conjugates based on a trifluorenylporphyrin linked to a redox-switchable ruthenium unit.

Reactions of the 16-electron ruthenium complex [Ru(dppe)2Cl][PF6] with metal-free and zinc ethynylphenyltrifluorenylporphyrins and respectively, gave the new dyads and with ethynylruthenium group as a potential electron donor and the porphyrin as a potential electron acceptor. The redox properties of the porphyrins were investigated by cyclic voltammetry and UV spectroelectrochemistry (SEC), wh...

Elaborately Tuning Intramolecular Electron Transfer Through Varying Oligoacene Linkers in the Bis(diarylamino) Systems

The research efforts on oligoacene systems are still relatively limited mainly due to the synthetic challenge and the extreme instability of longer acenes. Herein, these two issues have been overcome through elaborative modification and the stable pentacene species has been successfully synthesized. Additionally, a series of bis(diarylamino) compounds linked by variable-length oligoacene bridge...

Electronically Stabilized Nonplanar Phenalenyl Radical and Its Planar Isomer.

Stable phenalenyl radicals have great potential as the basis for new materials for applications in the field of molecular electronics. In particular, electronically stabilized phenalenyl species that do not require steric shielding are molecules of fundamental interest, but are notoriously difficult to synthesize. Herein, the synthesis and characterization of two phenalenyl-type cations is repo...

Electronic Delocalization in the Radical Cations of Porphyrin Oligomer Molecular Wires

The radical cations of a family of π-conjugated porphyrin arrays have been investigated: linear chains of N = 1-6 porphyrins, a 6-porphyrin nanoring and a 12-porphyrin nanotube. The radical cations were generated in solution by chemical and electrochemical oxidation, and probed by vis-NIR-IR and EPR spectroscopies. The cations exhibit strong NIR bands at ∼1000 nm and 2000-5000 nm, which shift t...