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

Electron Transfer Reactions. Reaction of Dibenzobarrelenes With Potassium [1]

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 results of our studies on potassium-induced transformations of several bridgehead-substituted dibenzobarrelenes are presented. The dibenzobarrelenes 1b,c,e,f having methyl, hydroxymethyl, methoxy and phenyl groups, respectively, at the bridgehead position and the bridgehead-dimethyl derivative 1g give, on treatment with potassium in THF, the corresponding anthracenes 8b,c,e-g, dihydrodibenzobarrelenes 6b,c,e-g and benzoic acid (5). The dibenzobarrelenes 1b,g give, in addition to 8b,g, 6b,g and 5, the corresponding mono-debenzoylated products 7b,g, whereas the methoxy derivative 1e gives both anthraquinone (9) and an enol derivative 11, besides 8e, 6e and 5. In contrast, the reaction of the hydroxy derivative 1d with potassium in THF gives a mixture of 5, anthracene (8a), the anthrone 10 and the anthrol 12. To assess the role of oxygen in these reactions, if any, the reactions of some representative substrates such as 1b,d,e with potassium in THF, saturated with oxygen and with potassium superoxide have been studied. Cyclic voltammetric studies have been carried out to measure the reduction potentials for both one electron and two electron processes, leading to the generation of the corresponding radical anions and dianion intermediates. The radical anions of 1b-g have also been generated pulse radiolytically in methanol and their spectra show absorption maxima in the regions 910-990 and 400-450 nm.

Affiliations: 1: Department of Chemistry Indian Institute of Technology, Kanpur 208016, India; 2: Radiation Laboratory, University of Notre Dame Notre Dame, IN 46556, USA; 3: Photochemistry Research Unit Regional Research Laboratory (CSIR), Trivandrum 695019, India, Radiation Laboratory and Department of Chemistry and Biochemistry University of Notre Dame, Notre Dame, IN 46556, USA


Full text loading...


Data & Media loading...

Article metrics loading...



Can't access your account?
  • Key

  • Full access
  • Open Access
  • Partial/No accessInformation