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Quantum Chemistry of Organic Compounds pp 238–263Cite as

Pericyclic Reactions

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Abstract

According to Woodward and Hoffmann ([1] p. 182), the pericyclic reactions comprise all concerted intermolecular and intramolecular (electrocyclic, sigmatropic) cycloaddition reactions. The rules of selection of preferable structures for transition states of these reactions based on the principles of orbital approach have found wide acceptance and may serve as an example of an eifective qualitative theory. One should not, however, forget that the formulation of the rules [1] rests on analysis of the general topology rather than on specific geometry of alternative structures of transition states. As will be shown below direct calculations of the PES of pericyclic reactions often introduce quite substantial corrections into conventional notions regarding the coordinate and the structure of a transition state of the pericyclic reaction. On many occasions, only such calculations enable us to answer the question as to whether a reaction is indeed concerted (in other words, proceeding without formation of intermediates) and, if so, whether the bond-making and bond-breaking processes are synchronized.

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Authors and Affiliations

  1. Institute of Physical and Organic Chemistry, Rostov University, 344711, Rostov on Don, USSR

    Professor Vladimir I. Minkin, Professor Boris Ya. Simkin & Dr. Ruslan M. Minyaev

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  1. Professor Vladimir I. Minkin
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  2. Professor Boris Ya. Simkin
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  3. Dr. Ruslan M. Minyaev
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© 1990 Springer-Verlag Berlin Heidelberg

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Minkin, V.I., Simkin, B.Y., Minyaev, R.M. (1990). Pericyclic Reactions. In: Quantum Chemistry of Organic Compounds. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-75679-5_10

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  • DOI: https://doi.org/10.1007/978-3-642-75679-5_10

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-642-75681-8

  • Online ISBN: 978-3-642-75679-5

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