Photoinduced electron transfer within porphyrin–cyclodextrin conjugates

Red‐Emitting Dyes with Photophysical and Photochemical Properties Controlled by pH

“…The ICT in AzaPc was also shown to be easily controlled by environmental properties, [13,14] similarly as was observed for PET in porphyrinoid systems. [15,16] In the presented work, several new AzaPc compounds which emit in the red portion of the UV/Vis spectrum were Abstract: New unsymmetrical zinc azaphthalocyanines, bearing one substituted aniline as a peripheral substituent, were prepared by using a statistical condensation approach. Both fluorescence and singlet oxygen quantum yields were extremely low in DMF (F F < 0.01, F D < 0.02, respectively), but increased after the addition of sulfuric acid, reaching values comparable to controls without aniline substituents (F F = 0.22-0.29, F D = 0.40-0.59, respec-prepared, and their fluorescence and singlet oxygen production with regards to pH is described.…”

Chemical Synthesis and Medicinal Applications of Glycoporphyrins

“…Examples are porphyrin-saccharide-anthraquinone systems, where a change in the sugar unit was found to affect the ET properties [425] . The porphyrin cyclodextrin conjugate 638d was used for photophysical and ET studies [426] . Resonance light scatter experiments in aqueous media showed that exciton coupling occurred between adjacent porphyrin units due to the formation of chiral assemblies.…”

“…This could be partially reversed through addition of 1-adamantanecarboxylic acid, which is known to have a high affinity for the cyclodextrin cavity but has no significant effect on the fluorescence. Fluorescence monitoring of the displacement of quenchers allowed a determination of the oxidative and reductive electron transfer potential of benzoquinone and others [426] . Also reported was the immobilization of 638d on a solid surface of 3-aminopropylated silica particles and its interactions with several achiral aromatic compounds investigated.…”

Synthesis of Water-Soluble Non-Aggregated Porphyrin-β-Cyclodextrin Tetraconjugate

“…[1][2][3][4][5][6][7][8][9][10][11][12]19,21] The several porphyrin derivatives covalently linked with cyclodextrins were synthesized and investigated. [2][3][4][6][7][8][9][10][11][12]20,[22][23][24][25][26][27][28][29][30][31][32][33][34] Most of these conjugates contain one or two cyclodextrin units on periphery of porphyrin macrocycle. In general, as evidenced from experimental data, the cyclodextrin containing porphyrins with one and two cyclodextrin fragments are formed supramolecular complexes due to deep inclusion of unsubstituted phenyl groups in the CD cavity.…”

“…Such inclusion complexes in water showed decreasing of intensities of main bands in UV-Vis spectra and, as a result, decreasing singlet oxygen quantum yield if compared with corresponding solution in organic solvents. [3][4]7,11,20,24] Only few publications contain synthetic date about tetraconjugates CD's with porphyrins. [10,23,[25][26][30][31] Moreover, the synthetic approaches to prepare most of Por-CD conjugate base on relative difficult ways containing mostly multistep transformations of the cyclodextrins and/or using expensive or synthetically uneasy porphyrin precursors.…”