| Abstract |
Chemistry, traditionally being the science of synthesis and structural manipulations of molecules, has gradually undertaken the more challenging task of biology-oriented synthesis. Chemists and biologists have begun to share a common interest in developing methods to study biomolecules in their native settings. A growing area of chemical biology strives to probe these biomolecules in living systems by using bioorthogonal chemical reactions (that is, reactions that do not interfere with biological processes). A set of chemical reactions, known as bioorthogonal reactions, that are orthogonal to most functional groups in biological systems has so far shown promising applications in biological research.
Of these reactions, the Cu(I)-catalyzed version of the Huisen 1,3-dipolar cycloaddition reaction between azides and terminal alkynes for the construction of trizoles, referred to as a “click chemistry reaction”, was defined by nobel laureate KB Sharpless and associates in 2001.
Click chemistry is a powerful tool for easy link chemical moieties together, in drug discovery, chemical biology, and proteomic applications. In recent years, the design and synthesis of pharmacologically relevant heterocyclic molecules by combinatorial techniques have proven to be a promising strategy in the search for new pharmaceutical lead structures.
In metalloporphyrin series the first example of organic reaction implying the axial ligand has been refereed for the case of indium and iron, given a five-membered heterocycle bonded to the metal atom.
The development of simple, efficient and versatile synthetic strategy to functionalize porphyrin is of a high interest for their broader utilizations in many areas. The click reaction of azides with alkynes has emerged as one of the most effective synthetic reaction, since it can be conducted in mild conditions, in various solvents, with generally high yields and independently of the steric hindrance and of the electronic properties of the reagents (with both electron-rich or electron-deficient substrates).
To continue our ongoing efforts on porphyrin functionalization, we herein present the synthesis and the characterization of azido-substituted tetraarylporphyrins for containing carboxylate groups as precursors for Dye Sensitized Solar Cells (DSSC) applications.
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Click αντιδράσεις σε πορφυρινικά παράγωγα με στόχο την σύνθεση διμερών για εφαρμογή σε φωτοβολταϊκά συστήματα
