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CHEMISTRY AND CHEMICAL ENGINEERING

CHEMISTRY AND CHEMICAL ENGINEERING

DOI

10.51348/ZYJH5048

Abstract

Some cyclic ketones (cyclopentanone, cyclohexanone, 2-methylcyclohexanone, menthol, camphor and adamantanone) enantioselective alkynylation reactions with phenylacetylene have been studied in the presence of complex catalytic systems - Zn(OTf)2/NЕt3/MeCN, 3,3′-Ph2BINOL-2Li/TGF and BuLi/KOtBu/TGF. Synthesis were performed new aromatic acetylene alcohols – 1-(2-phenylathinyl) cyclopentanol (1), 1-(2-phenylethinyl)cyclohexanol (2), 2-methyl-1-(2-phenylethinyl)cyclohexanol (3), 2-isopropyl-5-methyl-1-(2-phenylethinyl)cyclohexanol (4), 1,7,7,-trimethyl-2-(2-phenylethinyl)bicyclo [2.2.1] heptanol-2 (5) and 2-phenylethinyltricyclo [3,3,1.03,7]nonanol-2 (6). Synthesis reactions of aromatic acetylene alcohols, activation energies were determined, kinetic of chemical changes and reaction mechanisms were proposed. The course of the reactions and the effect of the selected ketone molecule size, structure and number of rings on the product yield have analyzed. A series of catalytic activity of the applied complex catalytic systems has developed.

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