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Cross-conjugated symmetrical dienones of cyclic ketones are easy of access substances, widely used as precursors for synthesis of carbo- and heterocycles. These compounds can be readily involved into photochemical reactions; therefore, they are well known as a photosensibilizators and as featured ligands of light-sensitive coordination polymers build. At the same time, modifying the electron nature of side aryl-substituents and insertion of various receptors allow to perform fine tuning of structure-spectrum mutual response. We report the first representatives of the wide library compiled from unsymmetrical dienones of the rather perspective cyclopentanone family. All substances were obtained in the best synthetic route and comprehensively described by spectral and analytical data. The most of all promising results were demonstrated via photocontrolled isomerization and solid state photochromic behavior.