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ENANTIOSELECTIVE ALKINYLATION REACTIONS OF SOMEALDEHYDES BY CATALYTIC SYSTEMS BASED ON TITANIUM TETRAISOPROPYLOXIDE

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Background. On the base of local raw materials, by-products andwaste products of their processing with using new catalytically active catalysts with high selectivity and stability, were synthesized acetylene alcohols and their derivatives which are used as ionites, inhibitors, biocides, solutions, crosslinking and binding agents in the chemical, petroleum, textile, and pharmaceutical industries and correspondlytheir synthesis and production is one of the urgent problems. Purpose. Synthesis of aromatic acetylene alcohols by enantioselective alkylation of aldehydes of various nature with phenylacetylene, study of theirphysico-chemical properties and determination of ranges of applications. Investigation of the effect of complex catalytic systems prepared on the base of titanium tetraisopropyloxide on the synthesis of selected alcohols, determinftion the composition, types and amount of intermediate and by-products formed in the process,and being ways of their using. Methodology. Methods for the synthesis of aromatic acetylene alcohols were elaborated using enantioselective alkylation reaction with phenylacetylene in the presence of some aldehydes– acetic aldehyde, croton aldehyde, cyclogexane cardegide and benzaldehyde with using new catalytic systems, which were based on titanium tetraisopropyloxide. The purity and structure of the synthesized compounds were analyzed by modern physical and chemical research methods, their biological activity is studied and the areas of their application in industrial enterprises were determined. Originality. For the first time aromatic acetylene alcohols such as 4-phenylbutin-3-ol-2, 1-phenylhexene-4-in-1-ol-3, 1-cyclohexyl-3-phenylpropine-2-ol-1, 1,3-diphenylpropine-2-ol-1 were synthesized with using new complex catalytic systems ZnEt2/Ti(OiPr)4/PhMe and EtMgBr/Ti(OiPr)4/PhMe. The influence of the selected catalytic systems, the structure and nature of the aldehydson the product yield was scientifically determined. Mechanisms of reactions of synthesis of acetylene alcohols are proposed andrecommendations on the fields of application are presented. Findings. 4-phenylbutin-3-ol-2, 1-phenylhexene-4-in-1-ol-3, 1-cyclohexyl-3-phenylpropine-2-ol-1, and 1,3-diphenylpropine-2-ol-1 were synthesized using the enantioselective alkylation of some aldehydes in the presence of phenylacetylene, the most alternative reaction conditions and activation energies werefound, and reaction mechanisms were proposed. The effects of the reaction duration, temperature, amount of reagents and substrates, solvents and catalytic ligands on the product yield were systematically studied. The composition, structure and purity of the obtained compounds were analyzed by modern physical and chemical methods, energy and quantum chemical propertiesare calculated, and their using different ranges of industry has been preposed. Highlights: - synthesized new acetylene alcohols on the base oflocal raw materials have been synthesised; - catalytic systems on the base of Ti(OiPr)4 were elaborated; - the structure, purity and composition of acetylene alcohols were studied; - new synthesized acetylene alcohols have been usedas inhibitors.

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# фенилацетилен# маҳсулот унуми# ацетиленовые спирты# выход продукта# phenylacetylene# product yield# альдегиды# комплексные  каталитические  сис# биоцид# альдегидлар# комплекс  каталитик  системалар# ацетилен  спиртлари# aldehydes# complex  catalytic  systems# acetylene  alcohols# biocide

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https://eroi.uz/11.0030/A1022-0007

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