Synthesis of new derivatives of a representative o-quinone scaffold by reduction at the electrode |
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Authors: | Belen Batanero Fructuoso Barba Fernando Ranz Isidoro Barba Michail N Elinson |
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Institution: | 1. Department of Organic Chemistry, University of Alcalá, 28871 Alcalá de Henares, Madrid, Spain;2. N.D. Zelinsky Institute of Organic Chemistry, Leninsky prospect 47, 119991 Moscow, Russia |
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Abstract: | The concomitant electrochemical reduction of 9,10-phenanthrenequinone and benzenediazonium tetrafluoroborate, under constant potential conditions (?0.5 V vs Ag/Ag+), has been performed in different organic solvents. An interesting entry to new C–C radical coupling products is here described. Another cathodic pathway where the anion radical intermediate acts as an EGB is also described. The electrochemical behaviour of both systems and mechanistic proposals are given. |
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