Photoinduced electron transfer and unusual environmental effects in fullerene–Zn-porphyrin–BODIPY triads

Abstract

Molecular arrays containing donor–acceptor sites and antenna molecules are promising candidates for organic photovoltaic devices.

Distance‐Dependent Electron Transfer Kinetics in Axially Connected Silicon Phthalocyanine‐Fullerene Conjugates

“…This ionic liquid significantly improves the absorption of microwave radiation, so SiPcs 3 – 5 are obtained in about one hour, with yields ranging from 20 to 30 %. These yields are comparable to those obtained in the preparation of similar compounds when a classical‐heating method is employed and using long reaction times (>12 h) . Finally, C 60 ‐SiPc‐C 60 1 and C 60 ‐SiPc‐C 60 2 are obtained through a double Prato's reaction, with sarcosine as nitrogen source and obtaining, both compounds, in a 29–30 % yield.…”

“…These yields are comparable to those obtained in the preparation of similar compounds when a classical-heating method is employed and using long reaction times (> 12 h). [8,29,30,32,34,38,39] Finally, C 60 -SiPc-C 60 1 and C 60 -SiPc-C 60 2 are obtained through a double Prato's reaction, with sarcosine as nitrogen source and obtaining, both compounds, in a 29-30 % yield. It is worth to note that, in this step, an excess of pristine C 60 is used and the reaction time is limited to 1 h, to minimize the formation of polyadducts.…”

“…[24] That is why donor-acceptor arrangements based on porphyrin/phthalocyanine and C 60 -fullerene, represent an outstanding majority. [25][26][27][28][29][30][31][32][33] In the context of donor-acceptor design, there are few examples of covalent multimodular artificial photosynthetic systems, where electron-acceptor units are arranged in the axial positions of a suitable porphyrinoid macrocycle, thus providing molecular systems that undergo photo-induced electron transfer processes in a very efficient way. [19,[34][35][36][37][38][39][40][41][42][43][44][45] One of the most versatile building-blocks is silicon phthalocyanine (SiPc), which can be easily functionalized at axial positions through a variety of functionalities.…”

“…Furthermore, upon reduction, C 60 containing systems tend to show faster charge separation and slower recombination processes, such property is important in building constructs which behave close to photosynthetic pigments for efficient light harvesting . That is why donor‐acceptor arrangements based on porphyrin/phthalocyanine and C 60 ‐fullerene, represent an outstanding majority …”

How Do Defects in Carbon Nanostructures Regulate the Photoinduced Electron Transfer Processes? The Case of Phenine Nanotubes

“…A COSMO‐like model using the monopole approximation was applied to estimate the influence of polar environment on electronic excitations [27–30] . Dichloromethane (DCM) was taken as the solvent.…”