4.8 Article

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

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ORGANIC LETTERS
卷 24, 期 14, 页码 2670-2674

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c00741

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资金

  1. JSPS KAKENHI [JP18K14221, JP18KK0154]
  2. JST CREST [JPMJCR20R1]
  3. Iketani Science and Technology Foundation
  4. Research Foundation for OptoScience and Technology
  5. Daiichi Sankyo Foundation of Life
  6. Hoansha Foundation
  7. Iwatani Naoji Foundation
  8. NOVARTIS Foundation (Japan)for the Promotion of Science
  9. Kansai Research Foundation for Technology Promotion
  10. AIRCGrant 2021

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Design of a suitable photoswitchable chiral cation-binding cage for the synthesis of optically active aminals was established through E/Z isomerization, resulting in enhanced catalytic activity and enantioselectivity.
Design of a suitable photoswitchable chiral cation-binding cage for the synthesis of optically active aminals wasestablished using the azobenzene-BINOL hybrid oligoethyleneglycol (ABOEG) throughE/Zisomerization of the azobenzeneunit. Under photoirradiation, both the catalytic activity andenantioselectivity of the generating (Z)-ABOEG are enhanced, incontrast to that of (E)-ABOEG, which can be attributed to thegeometrically distinct coordination behavior between the metalcation and the oligoethylene glycols

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