Novel oxidation reactions of sterically demanding 3,6-di-tert-butyl porphyrin-o-quinones to muconic anhydride derivatives

Speck M, Senge MO, Schäfer A, Kurreck H (1997)

Publication Type: Journal article, Original article

Publication year: 1997

Journal

Bioorganic & Medicinal Chemistry Letters Elsevier

Original Authors: Speck M., Senge M., Schäfer A., Kurreck H.

Publisher: Elsevier

Book Volume: 7

Pages Range: 2589-2592

Journal Issue: 20

DOI: 10.1016/S0960-894X(97)10027-0

Abstract

Porphyrin quinones with sterically demanding 3,6-di-tert-butyl-o-quinones were synthesized for electron transfer studies. In the presence of atmospheric oxygen the covalently free base porphyrin-o-quinones are oxidized to muconic acid anhydride and 3,6-dicarbonyl-derivatives. In contrast to the well established chemistry of catecholase models based on 3,5-substituted quinones this is die first example for oxidative ring expansion of 3,6-disubstituted o-quinones.

Authors with CRIS profile

Marcus Speck Lehrstuhl für Organische Chemie II

Involved external institutions

Freie Universität Berlin DE Germany (DE) Trinity College Dublin IE Ireland (IE)

How to cite

APA:

Speck, M., Senge, M.O., Schäfer, A., & Kurreck, H. (1997). Novel oxidation reactions of sterically demanding 3,6-di-tert-butyl porphyrin-o-quinones to muconic anhydride derivatives. Bioorganic & Medicinal Chemistry Letters, 7(20), 2589-2592. https://dx.doi.org/10.1016/S0960-894X(97)10027-0

MLA:

Speck, Marcus, et al. "Novel oxidation reactions of sterically demanding 3,6-di-tert-butyl porphyrin-o-quinones to muconic anhydride derivatives." Bioorganic & Medicinal Chemistry Letters 7.20 (1997): 2589-2592.

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