Abstract
Electrical and electrooptical characteristics of α-phenoxycyclohexanone, α-phenoxyacetone,p-Me-,p-Cl-,p-Br-,p-NO 2 -phenoxycyclohexanones, andp-NO 2 -phenoxyacetone in the solution in CCl 4 were determined; these were utilized for the conformational analysis of the general structural fragment Ar-O-C-C=O. The presence of conformers with theac- andsp-structure at the C sp 3-C sp 2 bond was established in the equilibrium. The content of thesp-form increases with the increase in the polar character of the substituent at thep-position of the benzene ring. Thegauche isomer (sp-G orsp-G′) is realized along the C-O bond in it. In theac-conformers, both thegauche (ac-G) and the trans (ac-T) structures can be realized along the C-O bond.
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A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, Kazan' 420083. Translated from Izvestiya Akademii Nauk, Seriya Khimicheskaya, No. 3, pp. 612–620, March, 1992.
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Kazakova, É.K., Davletshina, G.R., Chernova, A.V. et al. Investigation of rotational isomerism along the C-O bond in α-aryloxycarbonyl compounds. Russ Chem Bull 41, 482–487 (1992). https://doi.org/10.1007/BF00863068
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DOI: https://doi.org/10.1007/BF00863068