Chiral cryptands possessing fragments of (S)-2,2′-diamino-1,1′-binaphtalene and diaza-crown ethers

Abstract

A series of optically active macrobicyclic cryptands were obtained by the Pd⁰-catalyzed amination reaction between (S)-2,2′-diamino-1,1′-binaphtalene (BINAM) and N,N′-bis-(bromobenzyl) derivatives of diaza-crown ethers. The dependence of yields of the macrobicyclic products on the structure of the diaza-crown ether derivatives was demonstrated. A comprehensive study of the effects of a number of optically active amino alcohols on the fluorescence spectra of the prepared compounds was carried out.