Thesis is devoted to the research of halogenation peculiarities of benzo- and dibenzocrown ethers (BCE and DBCE), finding out the structure, complex formation, extraction, biological properties of synthesized halogeno derivatives (HBCE). Using N-halogenosuccinimides (HS), original methods of obtaining of HBCE in solid ("solvent free process"), liquid and organic phases were developed, which considerably increases their availability, and also the influence of macrocycle's nature and halogenating agent were established. In the solid and organic phases, HBCE complexes of the "host-guest" type with ionic (potassium chlorochromate, lead nitrate) and organic (2,4-ditiouracyl) molecules were synthesized for the first time, and also their structure and composition were established. The yields of potassium chlorochromate complexes with BCE, DBCE, HBCE and isomers of dicyclohexano-18-crown-6, for the first time obtained in the conditions of solid-phase synthesis (mechanochemical activation), significantly depend on structure and composition of ligands, while this factor is absent in the ethyl acetate solution - yields of complexes are not lower than 70%. Basing on data of X-ray structure analysis of 11 CE, their derivatives, complexes and family compounds, the peculiarities of crystalline and molecular structure, conditioned by the structure of the macrocycle, "guest" and other factors, were revealed. In the series of cases, the substituents in benzene rings take part in formation of unusual supramolecular ensembles. Extraction properties of HBCE were compared at production from approximately 30 metals out of nitric and hydrochloric acid solutions. Some macrocycles were discovered, which effectively and selectively extract from the same mixture gold and lead at almost completely not extracting other metals. Delivery of one or two halogen atoms in benzene core of BCE leads to the appearance of medium or high antimicrobial activity. For halogen-derived DBCE, the latter was marked only for separate proximal macrocycles. Key words: benzo- and dibenzocrown ethers, halogeno derivatives, N halogenosuccinimides, synthesis, complexes, structure, reactivity, extraction, antimicrobial activity.
