Self-assembly of chiral BINOL cages imine condensation

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 (1 R ,2 R )- and (1 S ,2 S )-1,2-diaminocyclohexane. Chir...

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Published in:Chemical communications (Cambridge, England) England), 2021-09, Vol.57 (72), p.988-991
Main Authors: Ramakrishna, E, Tang, Jia-Dong, Tao, Jia-Ju, Fang, Qiang, Zhang, Zibin, Huang, Jianying, Li, Shijun
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Summary: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 (1 R ,2 R )- and (1 S ,2 S )-1,2-diaminocyclohexane. Chiral [2+3] imine cages were constructed via imine condensation from an enantiomeric pair of BINOL-derived dialdehydes and tris(2-aminoethyl)amine and applied in the enantioselective recognition of (1 R ,2 R )- and (1 S ,2 S )-1,2-diaminocyclohexane.
ISSN:1359-7345
1364-548X
DOI:10.1039/d1cc01507a