Enantioselective Catalytic Oxidation of 1-Phenylethanol on a Chiral Nitroxyl Radical-terminated Self-assembled Monolayer Modified Electrode

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  • Enantioselective Catalytic Oxidation of l-Phenylethanol on a Chiral Nitroxyl Radical-terminated Self-assembled Monolayer Modified E1ectrode

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<p>Thiol derivatized (6S,7R,10R)-4-amino-2,2, 7-trimethyl-10-isopropyl-1-azaspiro [5.5J undecane-1-yloxyl was synthesized to modify the surface of a gold electrode with its self-assembled monolayer. This modified electrode showed symmetrical reversible redox wave at +0.62 V vs. Ag / AgCl, which originates from the electron transfer between the self-assembled monolayer and electrode. The modified electrode exhibited an enantioselective catalytic oxidation for chiral secondary alcohols ; (S)-(−)-1-phenylethanol was oxidized into the ketone more efficiently than (R)-(+)-l-phenylethanol.</p>

Journal

  • Electrochemistry

    Electrochemistry 67 (9), 900-902, 1999-09-05

    The Electrochemical Society of Japan

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