Surf Wiki
Save to docs
general/free-radicals

From Surf Wiki (app.surf) — the open knowledge base

Aryl radical

An aryl radical in organic chemistry is a reactive intermediate and an arene compound incorporating one free radical carbon atom as part of the ring structure. As such it is the radical counterpart of the arenium ion. The parent compound is the phenyl radical . Aryl radicals are intermediates in certain organic reactions.

Synthesis

Aryl radicals can be obtained via aryl diazonium salts. Alternatives for these salts are certain aryl triazenes and aryl hydrazines. Aryl bromides and iodides can be converted to aryl radicals via tributyltin hydride and related compounds and silyl hydrides. Aryl halides can also be converted via electrochemical cathodic reduction

The mushroom Stephanospora caroticolor is suspected to generate an aryl radical as part of its biological chemical defence mechanism.

Spectroscopy

The parent phenyl radical has been identified by electron paramagnetic resonance and UV spectroscopy.

Reactions

Aryl radicals are very reactive and are found in many different reactions. Hydrogen-atom abstraction is considered a side reaction. Several reactions of synthetic utility in which aryl radicals feature are:

  • Halogen transfer
  • reaction with electron-deficient alkenes in the Meerwein arylation
  • biaryl couplings
  • Sandmeyer reactions
  • addition to iminium ions
  • addition to sulfur dioxide

References

References

  1. ''Minireview Intermolecular Olefin Functionalisation Involving Aryl Radicals Generated from Arenediazonium Salts'' Markus R. Heinrich {{doi. 10.1002/chem.200801306 Chemistry - A European Journal 2008 volume 15 issue 4, pages 820 - 833
Info: Wikipedia Source

This article was imported from Wikipedia and is available under the Creative Commons Attribution-ShareAlike 4.0 License. Content has been adapted to SurfDoc format. Original contributors can be found on the article history page.

free-radicals
Want to explore this topic further?

Ask Mako anything about Aryl radical — get instant answers, deeper analysis, and related topics.

Research with Mako

Free with your Surf account

Content sourced from Wikipedia, available under CC BY-SA 4.0.

This content may have been generated or modified by AI. CloudSurf Software LLC is not responsible for the accuracy, completeness, or reliability of AI-generated content. Always verify important information from primary sources.

Report