Novel fluorescence quenching triad based on molybdenum(V) tetra-p-tolylporphyrin and substituted fullero[60]pyrrolidine

Abstract

With the aim of designing new photoactive donor–acceptor dyads, self-assembly in the (ethoxy)(oxo)(5,10,15,20-(4-methylphenyl)porphinato)molybdenum(V) (O=Mo(OEt)TTP)–2[Formula: see text]-(pyridin-4-yl)-5[Formula: see text]-(pyridin-2-yl)-1[Formula: see text]-(pyridin-2-yl-methyl)pyrrolidino[60]fullerene (Py3F)-toluene systems was quantitatively studied using spectral methods (UV-vis, IR, 1H NMR, mass spectrometry), chemical thermodynamics, and chemical kinetics. Interaction between O=Mo(OEt)TTP and pyridine (Py) proceeding as step equilibriums was preliminarily studied to model the processes above. The novel donor–acceptor triad based on O=Mo(OEt)TTP and Py3F is represented with both quantitative description of its formation and conformation of the chemical structure. Prospects for the study of the triad as a photosynthetic antenna imitator and an active layer in organic solar cells are substantiated by a fluorescence method. Along with this, it has been demonstrated that O=Mo(OEt)TTP is a good candidate for use as an optical and fluorescent chemosensor of volatile organic compounds and nitrogen bases — the building blocks of pharmaceuticals, food components and environmental pollutants.