4.7 Article

Self-assembly of chiral BINOL cages via imine condensation

Journal

CHEMICAL COMMUNICATIONS
Volume 57, Issue 72, Pages 9088-9091

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1cc01507a

Keywords

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Funding

  1. National Natural Science Foundation of China [21773052, 22071040]
  2. Program for Innovative Research Team in the Chinese University [IRT 1231]
  3. Science & Technology Innovation Program of Zhejiang Province [2018R52051]
  4. Natural Science Foundation of Zhejiang Province [LY20B040001]

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Chiral [2+3] imine cages were synthesized by condensation of (S)- or (R)-BINOL-derived dialdehydes with tris(2-aminoethyl)amine, which were further reduced to more stable chiral amine cages. These cages were then applied in the enantioselective recognition of (1R,2R)- and (1S,2S)-1,2-diaminocyclohexane.
Condensation of an (S)- or (R)-BINOL-derived dialdehyde and tris(2-aminoethyl)amine produced chiral [2+3] imine cages, which were further reduced to furnish more stable chiral amine cages and applied in the enantioselective recognition of (1R,2R)- and (1S,2S)-1,2-diaminocyclohexane.

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