ИСТИНА

The application of the fluorescent spectroscopy to gain the analytical signal is the most important direction for the development of various molecular chemosensors. Our approach to enantioselective fluorescent detectors utilizes a general method, i.e. Pd-catalyzed amination reactions, allowing to widely vary structures of the compounds which could serve for this purpose. It helps to combine various chiral and fluorophore moieties and to obtain different series of potential detectors comprising various receptor and signal units [1, 2]. Thus we have obtained several families of such compounds based on 3,3’-disubstituted biphenyl, 2,7-disubstituted naphthalene, derivatives of 2,2’-diamino-1,1’-binaphthalene (BINAM). Among these compounds many possess macrocyclic moieties which allow to increase the number of donor N and O atoms participating in analytes binding via hydrogen bonds. Compounds of cryptand type were synthesized using derivatives of diazacrown ethers and tetraazamacrocycles. A special case consitute planar-chiral macrocycles – derivatives of 1,5-disubstituted anthracene and anthraquinone. The investigation of the detecting abilities of these compounds has been carried out using 8 pairs of individual enantiomers of amino alcohols, and many of them proved to recognize enantiomers by changing fluorescence in the presence of these analytes (quenching or enhancement, in some cases with the shift of the emission maxima). Also the compounds have been investigated for fluorescent detection of metal cations and some of them were found to be selective towards Cu(II), Hg(II), Pb(II), Zn(II), In(III), Ga(III).