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<Emphasis Type="Italic">O</Emphasis>-vinylacetoxime as a hydrogen bond acceptor
Authors:T N Aksamentova  N N Chipanina  A I Mikhaleva  B A Trofimov
Institution:(1) Faworskii Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033, Russia
Abstract:According to quantum chemical calculations (B3LYP/6-311G*) and IR spectroscopy the basicity of oxygen atom of O-vinylacetoxime is substantially lower than that of O-ethylacetoxime and is comparable to the basicity of phenyl vinyl and diphenyl ethers. In CCl4 solution, O-vinylacetoxime gives H-complexes wit methanol by formation of N···HO bonds. With phenol and trifluoroacetic acid under these conditions it enters in the reaction of electrophilic addition. O-Ethylacetoxime in inert media forms with methanol and phenol two types of H-complexes with the N···HO or O···HO bonds.
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