Novel oxidation reactions of sterically demanding 3,6-di-tert-butylporphyrin-o-quinones to muconic anhydride derivatives
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS(1997)
摘要
Porphyrin quinones with sterically demanding 3,6-di-terl-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 the first example for oxidative ring expansion of 3,6-disubstituted o-quinones. (C) 1997 Elsevier Science Ltd.
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关键词
electron transfer
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