title: Ketonization of incarcerated acetophenone enol.
abstract: A free-standing simple enol has been generated inside a carceplex. Rates of ketonization under various conditions were determined; ketonization is extremely slow as compared to the rate in solution. Complexed water is required, and the mechanism proceeds via formation of an enolate followed by protonation at carbon by the same molecule of water that removed the proton from the enol. Acid or base retards ketonization by removing water from the cavity.
authors.affiliation: Department of Chemistry, University of British Columbia, 2036 Main Mall, Vancouver, BC Canada V6T 1Z1.
authors.forename: Darren A
authors.initials: DA
authors.lastname: Makeiff
authors.forename: Kodumuru
authors.initials: K
authors.lastname: Vishnumurthy
authors.forename: John C
authors.initials: JC
authors.lastname: Sherman
mesh_terms: D000098:Acetophenones / Q000737:chemistry*; D005030:Ethylenes / Q000737:chemistry; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D010782:Photolysis
chemical_list: D000098:Acetophenones; D005030:Ethylenes