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Updated: May 13, 2026

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
2-(Adamantan-1-yl)-1,3-bis-(4-methyl-phen-yl)propan-2-ol
Eva Babjaková1, Peter Bartoš, Robert Vícha
1Department of Chemistry, Faculty of Technology, Tomas Bata University in Zlin, Nám. T. G. Masaryka 275, Zlín, 762 72, Czech Republic.
Abstract:
The conformation of the title compound, C27H34O, is stabilized by a weak intra-molecular C-H⋯π inter-action. The dihedral angle between the benzene rings is 54.79 (4)°. The adamantane cage consists of three fused cyclo-hexane rings in classical chair conformations, with C-C-C angles in the range 107.75 (10)-111.35 (9)°. Although the mol-ecule contains a hy-droxy group as a conceivable hydrogen-bond donor, this group is sterically hindered by bulky substituents and no hydrogen bonds are observed in the crystal structure.
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