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Quantum Control Electronics System Integration Topological Quantum Computing Open Quantum Systems Decoherence Quantum Chemistry

Stereoelectronic, torsional, and steric effects on rates of enolization of ketones.

PubMed
Authors: Behnam SM, Behnam SE, Ando K, Green NS, Houk KN

Year

2000

Paper ID

13242

Status

Peer-reviewed

Abstract Read

~2 min

Abstract Words

77

Citations

29

Abstract

The stereoselectivities of base-catalyzed enolizations of ketones have been studied by quantum mechanical methods. Transition structures of exo and endo deprotonation of camphor, norcamphor, and dehydronorcamphor have been located with two model bases. Stereoelectronic, torsional, and steric effects on activation energies were assessed. These calculations demonstrate the importance of torsional strain between partial bonds and vicinal bonds on the rates of deprotonation and on related reactions involving the formation of enolates or reactions of enols and enolates.

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  • This paper contributes to the Quantum Chemistry research area in the Quantum Articles archive.
  • It adds a 2000 reference point for readers tracking recent quantum research.
  • The stereoselectivities of base-catalyzed enolizations of ketones have been studied by quantum mechanical methods.

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References & Citation Signals

[1] DOI https://doi.org/10.1021/jo000905v [2] Publisher https://pubmed.ncbi.nlm.nih.gov/11149839/

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