Cryptands revisited: Design, synthesis, complexation behaviour and structural analysis of borocryptands

✍ Scribed by Ernest Graf; Mir Wais Hosseini

• Book ID: 104111830
• Publisher: Elsevier Science
• Year: 1998
• Tongue: English
• Weight: 312 KB
• Volume: 178-180
• Category: Article
• ISSN: 0010-8545
• DOI: 10.1016/s0010-8545(98)00152-0

✦ Synopsis

A new family of abiotic receptor molecules of the cryptand type (borocryptands) was designed by combining structural features of naturally occurring antibiotics such as boromycin and aplasmomycin and cryptands. Their binding ability towards alkaline metal cations was established both in solution and in the solid state. The binding ability of borocryptands was further expanded to the molecular recognition of NH+ 4 cationic molecule. Finally, enantiomeric differentiation of chiral borocryptates using NMR spectroscopy in a liquid crystalline medium was achieved. The chirality at the substrate, observed for the first time, was described as being induced by the structure of the receptor and mediated by the peristatic chirality of the cavity to the complexed substrate.