Skip to main content
Chemistry LibreTexts

1: Pericyclic Reactions

  • Page ID
    354336
  • \( \newcommand{\vecs}[1]{\overset { \scriptstyle \rightharpoonup} {\mathbf{#1}} } \) \( \newcommand{\vecd}[1]{\overset{-\!-\!\rightharpoonup}{\vphantom{a}\smash {#1}}} \)\(\newcommand{\id}{\mathrm{id}}\) \( \newcommand{\Span}{\mathrm{span}}\) \( \newcommand{\kernel}{\mathrm{null}\,}\) \( \newcommand{\range}{\mathrm{range}\,}\) \( \newcommand{\RealPart}{\mathrm{Re}}\) \( \newcommand{\ImaginaryPart}{\mathrm{Im}}\) \( \newcommand{\Argument}{\mathrm{Arg}}\) \( \newcommand{\norm}[1]{\| #1 \|}\) \( \newcommand{\inner}[2]{\langle #1, #2 \rangle}\) \( \newcommand{\Span}{\mathrm{span}}\) \(\newcommand{\id}{\mathrm{id}}\) \( \newcommand{\Span}{\mathrm{span}}\) \( \newcommand{\kernel}{\mathrm{null}\,}\) \( \newcommand{\range}{\mathrm{range}\,}\) \( \newcommand{\RealPart}{\mathrm{Re}}\) \( \newcommand{\ImaginaryPart}{\mathrm{Im}}\) \( \newcommand{\Argument}{\mathrm{Arg}}\) \( \newcommand{\norm}[1]{\| #1 \|}\) \( \newcommand{\inner}[2]{\langle #1, #2 \rangle}\) \( \newcommand{\Span}{\mathrm{span}}\)\(\newcommand{\AA}{\unicode[.8,0]{x212B}}\)

    • 1.1: Introduction to Pericyclic Reactions
      This page provides an overview of the three types of pericyclic reactions: cycloadditions, electrocyclic reactions, and sigmatropic rearrangements.
    • 1.2: Cycloaddition Reactions
      This page covers common cycloaddition reactions, including the Diels-Alder reaction, ene reaction, photo [2+2], ketene [2+2], and 1,3-dipolar cycloadditions, and discusses why some are promoted by heat and others by light.
    • 1.3: Electrocyclic Reactions
      This page covers electrocyclic reactions promoted by heat and light including 4 pi, 6 pi, and 8 pi. It focuses on the molecular orbital analysis to explain conrotatory and disrotatory reaction pathways. It also covers ionic electrocyclic reactions including the Nazarov reaction.
    • 1.4: Sigmatropic Rearrangements
      This chapter highlights synthetically useful sigmatropic rearrangements including hydride shifts, the Cope rearrangement, the Claisen rearrangement, and the Wittig rearrangement.


    1: Pericyclic Reactions is shared under a CC BY 4.0 license and was authored, remixed, and/or curated by LibreTexts.

    • Was this article helpful?