An aryl-amine attached to the meso-position of the BODIPY skeleton quenches the fluorescence. The observed edge fusion creates a new heterocyclic subunit simultaneously increasing the efficiency of emission. The quantitative deprotonation of meso NH functionality leads to absorbance blue shift and increased emission quantum yield showing potential for formation of BODIPY based changeable chromophores.
Molecular recognition is a specific non-covalent and frequently reversible interaction between two or more systems based on synthetically predefined character of the receptor. This phenomenon has been extensively studied over past few decades, being of particular interest to researchers due to its widespread occurrence in biological systems. In fact, a straightforward inspiration by biological systems present in living matter and based on, e.g., hydrogen bonding is easily noticeable in construction of molecular probes. A separate aspect also incorporated into the molecular recognition relies on the direct interaction between host and guest with a covalent bonding. To date, various artificial systems exhibiting molecular recognition and based on both types of interactions have been reported. Owing to their rich optoelectronic properties, chromophores constitute a broad and powerful class of receptors for a diverse range of substrates. This review focuses on BODIPY and porphyrin chromophores as probes for molecular recognition and chiral discrimination of amino acids and their derivatives.
The presence of a heteroatom at the meso-position of BODIPY significantly influences the π-cloud of the main chromophore, modifying the final optical properties.
A logic construction of monomeric subunits armed with the functionality open for post-synthetic reactivity leads to a convergent formation of pi-extended defected units. The kinetic or thermodynamic control entraps either...
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