Independence from the Sequence of Single-Electron Transfer of Photoredox Process in Redox-Neutral Asymmetric Bond-Forming Reaction

Independence from the Sequence of Single-Electron Transfer of Photoredox Process in Redox-Neutral Asymmetric Bond-Forming Reaction

A catalytic cycle initiated by the oxidative quenching of the excited photosensitizer (Ir*­(ppy)3) is established for the enantioselective coupling between (N-arylamino)­methanes and (N-methanesulfonyl)­aldimines catalyzed by Ir-based photosensitizer and a chiral (arylamino)­phosphonium tetrakis­[3,...

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Veröffentlicht in:Journal of organic chemistry 2016-08, Vol.81 (16), p.6953-6958
Hauptverfasser: Kizu, Tomohito, Uraguchi, Daisuke, Ooi, Takashi
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creator Kizu, Tomohito
Uraguchi, Daisuke
Ooi, Takashi
description A catalytic cycle initiated by the oxidative quenching of the excited photosensitizer (Ir*­(ppy)3) is established for the enantioselective coupling between (N-arylamino)­methanes and (N-methanesulfonyl)­aldimines catalyzed by Ir-based photosensitizer and a chiral (arylamino)­phosphonium tetrakis­[3,5-bis­(trifluoromethyl)­phenyl]­borate under visible light irradiation. This achievement clearly demonstrates the insensitivity of this redox-neutral asymmetric reaction to the sequence of the key redox events involved in the synergistic catalysis.
doi_str_mv 10.1021/acs.joc.6b00445
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title Independence from the Sequence of Single-Electron Transfer of Photoredox Process in Redox-Neutral Asymmetric Bond-Forming Reaction
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