| Literature DB >> 12904000 |
Darren A Makeiff1, Kodumuru Vishnumurthy, John C Sherman.
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.Entities:
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Year: 2003 PMID: 12904000 DOI: 10.1021/ja030094n
Source DB: PubMed Journal: J Am Chem Soc ISSN: 0002-7863 Impact factor: 15.419