Effect of substituents of corrole derivatives on generation of singlet oxygen

The correlation between the molecular structures of three cormle derivatives (PC: 5,10,15-triphenyl corrole, PFPC: 5,10,15-tris(pentafluorophenyl) corrole, MCPC: 5,10,15-tris(p-methoxycarbonylphenyl)corrole) and their efficiencies for singlet oxygen generation was studied. Introducing electron-withdrawing fluorine atoms into the PC moiety led to a significant enhancement in singlet oxygen generation and facilitated intersystem crossing (ISC) due to enhanced spin-orbit coupling. Cyclic voltammetry experiments revealed a desirable linear relationship between the quenching rate constants and the oxidation potentials of the three corrole derivatives, indicating that the substituent effect is a critical factor governing the oxidation potential of photosensitizers for singlet oxygen generation.

Automated summary

The study found that introducing electron-withdrawing fluorine atoms into the PC moiety can significantly enhance singlet oxygen generation and promote intersystem crossing. Cyclic voltammetry experiments revealed a linear relationship between quenching rate constants and oxidation potentials, indicating that the substituent effect is a key factor governing the efficiency of photosensitizers in generating singlet oxygen.