130,819 research outputs found
Synthesis and photophysical investigation of new porphyrin derivatives with beta-pyrrole ethynyl linkage and corresponding dyad with [60] fullerene
No full textTwo new beta-substituted arylethynyl meso-tetraphenylporphyrins, 2-[(4'-formyl) phenyl] ethynyl-5,10,15,20-tetraphenylporphyrin ( system A) and 2-[(4'-methyl) phenyl] ethynyl-5,10,15,20-tetraphenylporphyrin ( system B) and their zinc derivatives were synthesized by palladium catalysis, using a synthetic approach that affords high yields of the target systems. Comparative ultraviolet-visible (UV-vis), NMR, and cyclic voltammetry studies of such macrocycles reveal the presence of an extensive conjugation between the tetrapyrrolic ring and the linker, through pi-pi orbital interaction. This interaction was observed in the form of a "push-pull" effect that moves the electronic charge between the porphyrin and the aldehyde group of system A. System B, bearing a methyl group instead of the formyl group, was synthesized in order to evaluate the effect of the substitution on the charge delocalization, which is necessary to corroborate the push-pull mechanism hypothesis. The new porphyrin, system A, was also used as a starting material for the synthesis of new porphyrin-fullerene dyads in which the [60] fullerene is directly linked to the tetrapyrrolic rings by ethynylenephenylene subunits. Fluorescence and transient absorption measurements of the new dyads reveal that ultrafast energy and electron transfer occur, respectively, in nonpolar and polar solvents, with high values of the rate constant. The UV-vis, NMR, and cyclic voltammetry results show that it is possible for both energy and electron transfer between porphyrin and fullerene to take place through the pi-bond interaction. Such results evidence that the coupling between the donor and acceptor moieties is strong enough for possible photovoltaic applications
Electrostatic Interactions by Design: Versatile Methodology towards Multifunctional Assemblies/Nanostructured Electrodes
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Intramolecular Electron Transfer in Fullerene/Ferrocene Based Donor-Bridge-Acceptor Dyads
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Synthesis and characterization of a new porphyrin-fullerene dyad containing a β-pyrrolic linkage
No full textTwo new ß-substituted arylethynyl meso-tetraphenylporphyrins, 2[(4'-formyl)phenyl]ethynyl-5,10,15,20-tetraphenylporphyrin (System A) and 2-[(4'-methyl)phenyl]ethynyl-5,10,15,20tetraphenylporphyrin (System B) and their zinc derivatives were synthesized. Comparative UV/Visible and cyclic voltammetry studies of such macrocycles reveal the presence of an extensive conjugation between the tetrapyrrolic ring and the linker, through π-π orbitais interaction. This interaction was observed in form of a "push-pull" effect that moves the electronic charge between the porphyrin and the aldehyde group of the System A. System B, bearing a methyl instead of the formyl group, was synthesized in order to evaluate the effect of the substitution on the charge derealization, which is necessary to corroborate the push-pull mechanism hypothesis. The new porphyrin, System A, was also used as starting material for the synthesis of new porphyrinfullerene dyads in which the [60]fullerene is directly linked to the tetrapyrrolic rings by ethynylenphenylen subunits. Fluorescence and transient absorption measurements of the new dyads reveal that ultrafast energy and electron transfer occur respectively in non polar and polar solvents, with high values of the rate constant. Copyright The Electrochemical Society
Charge Separation in Fullerene-Containing Donor-Bridge-Acceptor Molecules
No full textThe concept of linking fullerenes to a number of interesting electro- or photoactive species and their subsequent study of intramolecular transfer dynamics between the two moieties is described as a function of excited state energy of the antenna molecule, donor-acceptor distance, and solvent polarity. (C) 2000 Elsevier Science Ltd. All rights reserved
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