Publication | Closed Access
A New Family of Chiral Binaphthyl‐Derived Cyclophane Receptors: Complexation of Pyranosides
147
Citations
28
References
1995
Year
Molecular PharmacologyNew FamilyBioorganic ChemistryProtic SolventBiochemistryHeterocyclicNatural SciencesGlaser–hay CouplingDiversity-oriented SynthesisMedicineOrganic ChemistryPeptide ScienceActive Cyclophane TetraanionChemistryHeterocycle ChemistryPharmacologyEnantioselective SynthesisBiomolecular Engineering
Even in the presence of a protic solvent (up to 20% v/v CD3OD) the optically active cyclophane tetraanion in (R,R,R,R)-1 binds to carbohydrates such as 1-O-octyl-β-D-glycopyranoside. In addition, neutral cyclophanes with similarly highly organized cavities are suitable binders in chloroform. The macrocycles are synthesized by Glaser–Hay coupling of novel chiral diethynylated 1,1'-binaphthyl monomers.
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