Photoswitchable Chiral Cation-Binding Catalyst: Photocontrol of Catalytic Activity on Enantioselective Aminal Synthesis

Design of a suitable photoswitchable chiral cation-binding cage for the synthesis of optically active aminals was established using the azobenzene-BINOL hybrid oligoethylene glycol (ABOEG) through E/Z isomerization of the azobenzene unit. Under photoirradiation, both the catalytic activity and enant...

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Veröffentlicht in:	Organic letters 2022-04, Vol.24 (14), p.2670-2674
Hauptverfasser:	Krishnan, Chandu G, Kondo, Masaru, Nakamura, Kento, Sasai, Hiroaki, Takizawa, Shinobu
Format:	Artikel
Sprache:	eng
Schlagworte:	Alcohols Catalysis Stereoisomerism
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creator	Krishnan, Chandu G Kondo, Masaru Nakamura, Kento Sasai, Hiroaki Takizawa, Shinobu
description	Design of a suitable photoswitchable chiral cation-binding cage for the synthesis of optically active aminals was established using the azobenzene-BINOL hybrid oligoethylene glycol (ABOEG) through E/Z isomerization of the azobenzene unit. Under photoirradiation, both the catalytic activity and enantioselectivity of the generating (Z)-ABOEG are enhanced, in contrast to that of (E)-ABOEG, which can be attributed to the geometrically distinct coordination behavior between the metal cation and the oligoethylene glycols.
doi_str_mv	10.1021/acs.orglett.2c00741
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subjects	Alcohols Catalysis Stereoisomerism
title	Photoswitchable Chiral Cation-Binding Catalyst: Photocontrol of Catalytic Activity on Enantioselective Aminal Synthesis
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