Base-Induced Chemiluminescence of Acetoxy-Substituted Benzofuran Dioxetanes by an Intramolecular Electron Transfer (CIEEL) Mechanism

Authors

  • Waldemar Adam,

    Corresponding author
    1. Institut für Organische Chemie der Universität Würzburg, Am Hubland, W-8700 Würzburg, Germany
    • Institut für Organische Chemie der Universität Würzburg, Am Hubland, W-8700 Würzburg, Germany
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  • Manfred H. Schulz

    1. Institut für Organische Chemie der Universität Würzburg, Am Hubland, W-8700 Würzburg, Germany
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Abstract

Tetraphenylporphine-sensitized photooxygenation of acetoxy-substituted benzofuran derivatives 2 afforded the corresponding benzofuran dioxetanes 3. The base-induced decomposition of these dioxetanes was studied and shown to involve an intramolecular CIEEL emission. The CIEEL chemiluminescence quantum yields were measured. The dioxetane 3e, in which the electron donor is located meta to the dioxetane site, exhibits the highest chemiluminescence of all derivatives investigated.

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