cheletropic reaction

https://doi.org/10.1351/goldbook.C01014
A form of @C01496@ across the terminal atoms of a fully @C01267@ with formation of two new σ-bonds to a single atom of the ('monocentric') @R05190@. There is formal loss of one π-bond in the substrate and an increase in @C01331@ of the relevant atom of the @R05190@. An example is the @A00132@ of sulfur dioxide to butadiene:
C01014.png
The reverse of this type of reaction is designated 'cheletropic @E02038@'.
Source:
PAC, 1994, 66, 1077. (Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994)) on page 1094 [Terms] [Paper]
Citation: 'cheletropic reaction' in IUPAC Compendium of Chemical Terminology, 3rd ed. International Union of Pure and Applied Chemistry; 2006. Online version 3.0.1, 2019. https://doi.org/10.1351/goldbook.C01014 RIS BibTex EndNote
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Last revised: February 24, 2014