Synthesis of a Series of meso-substituted Zinc Porphyrin Derivatives and their Assembly Dyad with Fulleropyrrolidine

Abstract

A series of meso-substituted zinc porphyrins (compounds 1–4) have been synthesized and their assembly dyads with [60]fullerene and fulleropyrrolidine compound (C ₆₀ -m, C ₆₀ -h) have been investigated. The stability of the assembly dyads are evaluated by UV–Vis and fluorescence titration methods and the result shows that the stability depends on the substituent groups in the porphyrin and fullerene moieties. Steady-state fluorescence spectroscopic studies of C ₆₀ -h assembly dyads with porphyrins 1–4 reveal efficient quenching between zinc porphyrin and C ₆₀ -h. Stable assembly dyad 4·C ₆₀ -h is constructed and efficient photoinduced electron transfer (PET) occurs between the zinc porphyrin and C ₆₀ -h moieties in this dyad.

Keywords:

• Porphyrin
• Fullerene
• Assembly
• Multi-point binding
• Photoinduced electron transfer

Acknowledgements

We thank the Natural Science Foundation of China (grant 20172028 and 20421202) and the Trans-Century Training Programme Foundation for the Talents by the State Education Commission (grant 2002—48) for their generous financial support.