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  1. Jan 23, 2023 · Molecular rearrangements in which a σ-bonded atom or group, flanked by one or more π-electron systems, shifts to a new location with a corresponding reorganization of the π-bonds are called sigmatropic reactions. The total number of σ-bonds and π-bonds remain unchanged. These rearrangements are described by two numbers set in brackets ...

    • Stereochemical Notations

      Cycloaddition reactions and sigmatropic rearrangements both...

    • Cope

      The Cope rearrangement, not to be confused with the Cope...

    • Ene Reactions

      Contributors; The joining of a double or triple bond to an...

    • Claisen Rearrangement

      Mechanism; The Claisen rearrangement, not to be confused...

    • Allene

      The LibreTexts libraries are Powered by NICE CXone Expert...

    • William Reusch

      We would like to show you a description here but the site...

  2. Study Notes. Sigmatropic rearrangements are pericyclic reactions that, no surprise, provide rearranged products. The most common include hydrogen shifts across pi systems and formation of new carbon-carbon bonds across allyl-type structural fragments. The most synthetically useful are the Cope and Claisen rearrangements which are formally ...

  3. A sigmatropic rearrangement, the third general kind of pericyclic reaction, is a process in which a σ -bonded substituent atom or group migrates across a π electron system from one position to another. A σ bond is broken in the reactant, the π bonds move, and a new σ bond is formed in the product. The σ -bonded group can be either at the ...

  4. Sep 25, 2024 · A sigmatropic rearrangement, the third general kind of pericyclic reaction, is a process in which a σ -bonded substituent atom or group migrates across a π π electron system from one position to another. A σ bond is broken in the reactant, the π π bonds move, and a new σ bond is formed in the product. The σ -bonded group can be either ...

  5. Sigmatropic reaction. In organic chemistry, a sigmatropic reaction (from Greek τρόπος (trópos) 'turn') is a pericyclic reaction wherein the net result is one sigma bond (σ-bond) is changed to another σ-bond in an intramolecular reaction. [1] In this type of rearrangement reaction, a substituent moves from one part of a π-system to ...

  6. Even. Antarafacial. Suprafacial. Exercise 29.7.1 29.7. 1. For the following sigmatropic hydrogen shift please use braked number to describe the reaction. Predict if the hydrogen shift will be suprafacial and antarafacial. Lastly, draw in arrows to describe the mechanism for this reaction. Answer.

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  8. Apr 22, 2024 · Sigmatropic Rearrangements. They are characterized by a bond migrating along a p-system to another position in the molecule. Thus, the nomenclature proposed by Woodward-Hoffmann for sigmatropic transposition reactions uses two numbers in square brackets indicating the positions to which the ends of the s-bond migrate.

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