Chiral Cryptands Possessing Tetraazamacrocyclic and BINAM Moieties: Synthesis and Evaluation as Fluorescent Detectors

Pd(0)-Catalyzed amination of N,N'-di(bromobenzyl) substituted tetraazamacrocycles (cyclen, cvclam) with (5)-2,2'-diamino-1,1'-binaphthalene (BINAM) was employed for the synthesis of a novel type of chiral cryptands. Better yields were obtained for cyclen derivatives. The compounds were modified with dansyl groups to enhance their fluorescent properties. Cryptands theirselves and their dansyl derivatives were evaluated for sensing enantiomers of 7 amino alcohols and 21 metal cations.