Literature DB >> 12904000

Ketonization of incarcerated acetophenone enol.

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.

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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


  1 in total

1.  Theoretical study of the geometrical and electronic structures and thermochemistry of spherophanes.

Authors:  Amar Saal; Claude August Daul; Thibaut Jarrosson; Ourida Ouamerali
Journal:  J Mol Model       Date:  2009-02-17       Impact factor: 1.810

  1 in total

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