A New Family of Chiral Binaphthyl‐Derived Cyclophane Receptors: Complexation of Pyranosides

S. Anderson, Ulf Neidlein, Völker Gramlich, François Diederich

Angewandte Chemie International Edition in English · 1995 · 149 citations · 28 references

Concepts

Abstract

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.

References

28