Enantioselective electrocatalytic epoxidation of olefins by chiral manganese Schiff-base complexes |
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| Institution: | 1. Department of Chemistry, Indiana University, Bloomington, IN 47405, USA;2. Laboratoire d''électrochimie, d''Ingénierie Moléculaire et de Catalyse Rédox (LEIMCR), Faculté de Technologie, Université Sérif-1, Route de Béjaia 19000, Algeria;3. Department of Chemistry, The University of Jordan, Amman 11942, Jordan;1. Department of Chemistry, Nankai University, Tianjin 300071, People''s Republic of China;2. Tianjin Key Laboratory of Metal and Molecule Based Material Chemistry, Tianjin 300071, People''s Republic of China;3. Key Laboratory of Advanced Energy Materials Chemistry (MOE), Tianjin 300071, People''s Republic of China;4. Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), People''s Republic of China |
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| Abstract: | Asymmetric electrocatalytic epoxidation of olefins has been achieved with chiral manganese Schiff-base complexes immobilized on a glassy carbon electrode surface using molecular dioxygen as oxidant. The electrocatalytic system gives moderate enantiomeric excess (ee) values (65–77%) for the epoxidation of cis-stilbene, trans-stilbene and styrene. Our results indicated that the catalyst turnover number is significantly improved when the manganese complexes are immobilized on the electrode surface, which can be attributed to the suppression of the formation of inactive manganese dimer when the active metal centres are attached to the polymer network. |
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