Principle of minimal structural change

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The principle of minimal structural change is a principle developed by the American chemist Jack Hine in 1977, with the help of which the course of reactions can be predicted. It says that the reaction proceeds preferentially which requires the fewest changes in atomic positions and electron configurations . The principle of minimal structural change can be used to predict why the Birch reduction of aromatic compounds produces 1,4- dienes and not 1,3-dienes:

In the original English this is called The Principle of Least Nuclear Motion . It was further developed by Michael L. Sinnott . Walter Hückel presented a closely related concept under the same name as early as 1934 .

Individual evidence

  1. Entry on the principle of minimal structural change. In: Römpp Online . Georg Thieme Verlag, accessed on June 29, 2019.
  2. Jack Hine, Advances in Physical Organic Chemistry, Volume 15, 1977, Pages 1-61, The Principle of Least Nuclear Motion , doi : 10.1016 / S0065-3160 (08) 60117-3
  3. Michael L. Sinnott, Advances in Physical Organic Chemistry, Volume 24, 1988, Pages 113-204, The Principle of Least Nuclear Motion and the Theory of Stereoelectronic Control , doi : 10.1016 / S0065-3160 (08) 60159-8
  4. Jürgen Bajorath: Chemoinformatics for Drug Discovery . John Wiley & Sons, 2013, ISBN 978-1-118-74309-6 ( limited preview in Google Book Search).
  5. ^ Advances in Physical Organic Chemistry . Academic Press, 1977, ISBN 978-0-08-058154-5 , pp. 2 ( limited preview in Google Book search).