Synthesis of Chiral Crown Ethers Derived from trans,trans- and cis,trans-2,2'-Spirobiindan-1,1'-diols. Their Chiral Recognition and Complexation Properties

Article abstract of DOI:10.1246/bcsj.58.767

trans,trans-2,2'-Spirobiindan-1,1'-diol (1) was resolved as its (-)-ω-camphanic ester and the absolute rotation of the glycol 1 was determined.Two crown ethers and the acyclic analog were derived from (+)-1.Two crown ethers incorporating (+)-cis,trans-2,2'-spirobiindan-1,1'-diol were also prepared.Their chiral recognition properties in transport of methyl (+/-)phenylglycinate hydrochloride and abilities to extract alkali metal picrates were investigated.