CQC-IMS, Department of Chemistry, University of Coimbra, Rua Larga, 3004-535 Coimbra, Portugal.
Published: October 2023
AI Article Synopsis
Article Abstract
Porphyrin-based compounds are an attractive and versatile class of molecules that have attracted significant attention across different scientific disciplines [...].
Department of Industrial and Environmental Microbiology, Faculty of Biology and Biotechnology, Institute of Biological Sciences, Maria Curie-Skłodowska University, Akademicka 19, 20-033 Lublin, Poland. Electronic address:
Biomimetic catalysis using porphyrins enables gentle oxidation of terpenes with molecular oxygen and light. This study explores the photooxidation of (-)-myrtenol under visible light to synthesize new terpenoid products with promising biological activity. Among the porphyrins tested, tetraphenylporphyrin (HTPP) exhibited the highest catalytic efficiency and stability in chloroform, producing myrtenal epoxide (ME) as the main product (with a molar conversion of myrtenol of 66.
The tetrapyrrolic macrocycle as a scaffold for various chemical modifications provides broad opportunities for the preparation of complex multifunctional conjugates suitable for binary antitumor therapies. Typically, illumination with monochromatic light triggers the photochemical generation of reactive oxygen species (ROS) (photodynamic effect). However, more therapeutically valuable effects can be achieved upon photoactivation of tetrapyrrole derivatives.
Photoelectrochemical (PEC) water splitting for hydrogen generation holds immense potential for addressing environmental and energy crises. Tailoring non-covalent interaction via a single atom is anticipated to realize prominent hole extracting facilitating PEC performance, but it has never been reported. In this study, single atom Co-N is coordinated with 5-fluoroanthranilic acid (FAA) molecules, then used as a non-covalent hole-extracting layer on a BiVO substrate.
Two modular systems were synthesized composed of triphenylamine (ZnTPAP) and pyrene (ZnPyP) covalently linked at meso position of the Zn(II) porphyrins. Both compounds behaved as energy transfer antenna and orthogonal units to enhance the electron donating ability of Zn(II) porphyrins. Detailed photophysical and aggregation studies reveal that an appreciable electronic interaction exists between peripheral units to the porphyrin π-system so that they behave like strong donor materials.
The study focuses on creating porphyrin-based nanohoops, rings, and cages, which are difficult to synthesize but have desirable properties.
The authors describe a template-free method to synthesize a unique bithiophene-bridged porphyrin cyclophane, revealing its strained structure and electronic characteristics through X-ray analysis.
The resulting compounds exhibit interesting aromatic properties and reactivity, with the dication being globally aromatic and able to relieve strain through nucleophilic addition with chloride.
