Cookies Policy

This site uses cookies. By continuing to browse the site you are agreeing to our use of cookies.

I accept this policy

Find out more here

Side-Chain Oxidation of Some Phenyl-Substituted Alcohols in Aqueous Solution: Formation and Fragmentation of Radical-Cations

No metrics data to plot.
The attempt to load metrics for this article has failed.
The attempt to plot a graph for these metrics has failed.
The full text of this article is not currently available.

Brill’s MyBook program is exclusively available on BrillOnline Books and Journals. Students and scholars affiliated with an institution that has purchased a Brill E-Book on the BrillOnline platform automatically have access to the MyBook option for the title(s) acquired by the Library. Brill MyBook is a print-on-demand paperback copy which is sold at a favorably uniform low price.

This Article is currently unavailable for purchase.
Add to Favorites
You must be logged in to use this functionality

Cover image Placeholder

The reactions of the hydroxyl radical (at low pH) and SO-4 have been employed to oxidize a number of phenyl-substituted alcohols in aqueous solution; ESR spectroscopy has been employed to study directly the radicals formed by fragmentation of first-formed radical-cations. Examples of deprotonation (to give benzyl radicals), Cα-Cβ bond scission (e.g. PhCH2 CH2 OH to PhCH2.) and longer-range fragmentation (e.g. PhCH2 CH2 CMe2 OH to PhCH2 CH2.) are described and discussed: evidence is obtained for intramolecular nucleophilic attack as a route for overall electron-transfer from side-chain to aromatic ring. Solvation of the proton and of oxygen-conjugated carbonium ions is thought, at least in part, to account for differences between fragmentations induced in the gaseous and aqueous phases.

Affiliations: 1: Department of Chemistry University of York Heslingston, York YO1 5DD England


Full text loading...


Data & Media loading...

Article metrics loading...



Can't access your account?
  • Key

  • Full access
  • Open Access
  • Partial/No accessInformation