Abstract
The present report is concerned with the designing, obtaining and characterization of novel light –sensitive molecules, belonging to second generation meso-tetraarylporphyrin derivatives. A new structure of A3B porphyrin, namely: 5-(4-pyridyl)-10,15,20-tris(4- phenoxyphenyl)-porphyrin was synthesized in fair yield by multicomponent reaction and characterized by 1H-NMR, FT-IR, UV-vis, fluorescence, MS, HPLC, TLC, AFM and XRD techniques. Tailoring porphyrins by introducing a pyridyl substituent in one of the meso-aryl groups confers some degree of hydrophilicity and may cause absorption and fluorescence emission bands in the long wavelength region. Besides, as it was expected, because of the relatively rigid planar structure, due to substitution with three phenoxy substituents, this porphyrin is characterized by a value of 0.219 for fluorescence quantum yield, a higher value in comparison with usual porphyrins. In solution, by UV-vis and fluorescence spectra, the effects of pH and concentration upon H and J aggregates of the porphyrin are discussed. Xray diffraction and atomic force microscopy investigations proved that this newly synthesized porphyrin is able to generate stable selfassembly in preferred orientations, such as multilayer of lamellar triangles, densely packed and homogeneous, with dimensions around 440 nm, finally forming pyramidal type structures. CHCl3 favors the spiral organization of the pyramids so that rings and even tubes of various diameters ranging from 1μm to 4.5 μm were formed.
Keywords: AFM, A3B porphyrin, Fluorescence spectra, Light-sensitive molecules, Self-assembling, UV-vis spectroscopy, X-ray diffraction.
Call for Papers in Thematic Issues
Advances of Heterocyclic Chemistry with Pesticide Activity
Global food safety and security will continue to be a global concern for the next 50 years and beyond. Plant diseases have had a significant impact on food safety and security throughout the entire food chain, from primary production to consumption. While conventional chemical pesticides have been traditionally used for ...read more
Calculation design of covalent/metal organic framework based catalysts
This research area combines theoretical computation and screening with machine learning for the design of covalent/metal organic framework-based catalysts, bridging the disciplines of organic chemistry, physical chemistry, computational chemistry, materials science, and machine learning. It covers several critical aspects: designing and synthesizing organic catalysts for improved performance, applying computational methods ...read more
Carbohydrates conversion in biofuels and bioproducts
Biomass pretreatment, hydrolysis, and saccharification of carbohydrates, and sugars bioconversion in biofuels and bioproducts within a biorefinery framework. Carbohydrates derived from woody biomass, agricultural wastes, algae, sewage sludge, or any other lignocellulosic feedstock are included in this issue. Simulation, techno-economic analysis, and life cycle analysis of a biorefinery process are ...read more
Catalytic C-H bond activation as a tool for functionalization of heterocycles
The major topic is the functionalization of heterocycles through catalyzed C-H bond activation. The strategies based on C-H activation not only provide straightforward formation of C-C or C-X bonds but, more importantly, allow for the avoidance of pre-functionalization of one or two of the cross-coupling partners. The beneficial impact of ...read more
Related Books
Advances in Organic Synthesis
The Synthetic Methods, Structures, and Properties of the Ca-C σ Bond Organocalcium Containing Compounds
Advances in Organic Synthesis
Chemistry of Bipyrazoles: Synthesis and Applications
Advances in Organic Synthesis
Advanced Nanocatalysis for Organic Synthesis and Electroanalysis
Advances in Organic Synthesis
Advances in Organic Synthesis
15