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Concerted Reactions

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Advanced Organic Chemistry

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Abstract

There are many reactions in organic chemistry that give no evidence of involving intermediates when they are subjected to the usual probes employed for studying reaction mechanisms. Charged intermediates do not appear to be involved, since the rates of such reactions are insensitive to solvent polarity, and catalysis by acids or bases is rarely observed. Efforts to detect free-radical intermediates by physical or chemical means have not been successful, and the reaction rates are neither increased by initiators nor decreased by free-radical inhibitors. This lack of evidence of intermediates leads to the conclusion that the reactions are concerted processes in which bond-making and bond-breaking both contribute to the structure of the transition state, although not necessarily to the same degree. There are numerous examples of both unimolecular and bimolecular concerted processes.

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Authors and Affiliations

  1. University of Virginia, Charlottesville, Virginia, USA

    Francis A. Carey & Richard J. Sundberg

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  1. Francis A. Carey
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  2. Richard J. Sundberg
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© 1977 Plenum Press, New York

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Carey, F.A., Sundberg, R.J. (1977). Concerted Reactions. In: Advanced Organic Chemistry. Springer, Boston, MA. https://doi.org/10.1007/978-1-4615-8882-5_10

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  • DOI: https://doi.org/10.1007/978-1-4615-8882-5_10

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-1-4615-8884-9

  • Online ISBN: 978-1-4615-8882-5

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