Intermolecular and supramolecular photoinduced electron transfer processes of fullerene–porphyrin/phthalocyanine systems

Recent Advances in Photoinduced Electron Transfer Processes of Fullerene-Based Molecular Assemblies and Nanocomposites

“…Usually in polar solvents, a mixture of pristine C 60 and zinc or magnesium porphyrins (ZnP or MgP) shows intermolecular electron transfer by visible light illumination, giving their radical anion (C 60 − ) and radical cation (MP + ), respectively, as revealed directly by the transient absorption spectral measurements [34,35]. This is also recognized when C 60 is functionalized with imidazole (C 60 Im) or pyridine (C 60 Py) entities; that is, they undergo intermolecular electron transfer as revealed by the slow rises of the C 60 − Im at 1,000 nm and MP + at 620 nm as shown in the transient absorption spectra and their time-profiles in polar solvents such as PhC≡N (Figure 2b) [36][37][38].…”

Versatile Bisethynyl[60]fulleropyrrolidine Scaffolds for Mimicking Artificial Light‐Harvesting Photoreaction Centers

“…In particular, depending on the chemical nature of the carbonyl (aldehyde or ketone) and amino acid derivatives, different functional groups can be introduced on the three different positions of the pyrrolidine ring, and a large variety of [60]fullerene dyads and triads can be synthesized a priori. [7,11,17,[32][33][34][35][36] By taking advantage of the versatile 1,3-dipolar cycloaddition of azomethine ylides to C 60 , [23] we found that ketones could be the precursors of choice to form tetrads. Nevertheless, only a limited number of reports describe the 1,3-dipolar cycloaddition of azomethine ylides using ketones, [37][38][39][40][41][42][43][44][45][46][47] and in most cases with modest yields (< 40 %).…”

Phthalocyanine–Gold Nanoparticle Hybrids: Modulating Quenching with a Silica Matrix Shell.

“…[1][2][3] In theseh ybrid conjugatest he organic dye acts as the light harvester,r eaching electronic excited states that evolve differently in the proximity of the MNPs than in solution.M etal phthalocyanines (MPcs) are one of the preferred types of dyes for the preparation of hybrid materials, due to their remarkable properties in terms of chemical robustness, photochemical stability,a nd intensel ight absorptioni nt he red visible region. [4,5] Owing to their flat geometry,M Pcs tend to form aggregates, which modifies their light absorption properties and photophysical behavior. [6,7] There are abundant literature reports that illustrate that the covalent attachment of MPcs onto different scaffolds can lead to photoresponsive materials, [8] which have operation mechanisms based on photoinduced electron transfer after excitation of the MPcs.…”