Synthesis and enantiomer recognition of novel crown ethers containing the 5,6,11,12-tetrahydro-5,11-methanodibenzo[a,e]cyclo-octene subunit as the chiral centre

Abstract

The optically active crown ethers (4),(5),(7), (9) and (10) and the open-chain polyether(6), all of which incorporate the 5,6,11,12-tetrahydro-5,11-methanodibenzol[a,e]cyclo-octene molecular framework of known absolute configuration, were prepared, and their enantiomer recognition behavior with methyl(±)-phenylglycinate hydrochloride or (±)-1,2-diphenylethylamine hydrochloride was examined.