CHEMICAL REACTIONS OF SUPEROXIDE ANION RADICAL IN APROTIC SOLVENTS |
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Authors: | Aryeh A Frimer Ionel Rosenthal |
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Institution: | Department of Chemistry, Bar Ilan University, Ramat Gan, Israel, and Department of Organic Chemistry, The Weizmann Institute of Science, Rehovot, Israel |
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Abstract: | Abstract— While superoxide anion radical does not normally react with olefins, it does react with activated double bonds. Thus O-2 oxidatively cleaves certain α,β-unsaturated ketones such as chalcones and tetracyclone and electron poor olefins such as 1,1-dicyano and 1,1-dinitro olefins. Similarly O-2 can react with substituted nitrobenzenes to yield the corresponding nitrophenols. EPR and oxygen labeling (KO362) experiments confirm an electron transfer mechanism. |
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