BINOL-Based Chiral Macrocycles and Cages

Angew Chem Int Ed Engl. 2024 Jul 15;63(29):e202407034. doi: 10.1002/anie.202407034. Epub 2024 Jun 14.

Abstract

Chirality, a fundamental principle in chemistry, biology, and medicine, is prevalent in nature and in organisms. Chiral molecules, such as DNA, RNA, and proteins, are crucial in biomolecular synthesis, as well as in the development of functional materials. Among these, 1,1'-binaphthyl-2,2'-diol (BINOL) stands out for its stable chiral configuration, versatile functionality, and commercial availability. BINOL is widely employed in asymmetric catalysis and chiral materials. This review mainly focuses on recent research over the past five years concerning the use of BINOL derivatives for constructing chiral macrocycles and cages. Their contributions to chiral luminescence, enantiomeric separation, transmembrane transport, and asymmetric catalysis were examined.

Keywords: BINOL; cage; chiral architecture; circularly polarized luminescence; macrocycle.

Publication types

  • Review