Rate Constants for Electron Transfer and Radical Cation Reactions of Methylated Naphthalenes

  • W. A. Rodin
  • S. Frye
  • D. M. Camaioni
Conference paper


Since kinetic measurements of base-promoted arene oxidations by tris(phenanthroline)iron(III) provide a ready method for determining rate constants for both electron transfer (ET) and follow-up reactions of arene radical cation intermediates, [1–3] we are using this approach to study the effects of structure on the reactions of radical cations, especially the competition between side chain fragmentation and nucleophilic addition reactions. In this paper, we report our findings for methylated naphthalenes and make comparisons with data for methylated benzenes that were reported by Kochi, Amatore and Schlesener [1].


Electron Transfer Proton Transfer Radical Cation Methylated Naphthalene Side Chain Fragmentation 
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  1. 1.
    Schlesener CJ, Amatore C, Kochi JK (1986) J Phys Chem 90:3747CrossRefGoogle Scholar
  2. 2.
    Schlesener, CJ, Kochi JK, (1984) J Org Chem 49:3142CrossRefGoogle Scholar
  3. 3.
    Schlesener, CJ, Amatore C, Kochi J K (1984) J Am Chem Soc 106:3567, 7472CrossRefGoogle Scholar
  4. 4.
    Yoshida k, Nagase S (1979) J Am Chem Soc 101:4268CrossRefGoogle Scholar

Copyright information

© Springer-Verlag Berlin Heidelberg 1988

Authors and Affiliations

  • W. A. Rodin
    • 1
  • S. Frye
    • 1
  • D. M. Camaioni
    • 1
  1. 1.Battelle, Pacific Northwest LaboratoriesRichlandUSA

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