Transformation of a [4+6] Salicylbisimine Cage to Chemically Robust Amide Cages.

ABSTRACT: In recent years, interest in shape-persistent organic cage compounds has steadily increased, not least because dynamic covalent bond formation enables such structures to be made in high to excellent yields. One often used type of dynamic bond formation is the generation of an imine bond from an aldehyde and an amine. Although the reversibility of the imine bond formation is advantageous for high yields, it is disadvantageous for the chemical stability of the compounds. Amide bonds are, in contrast to imine bonds much more robust. Shape-persistent amide cages have so far been made by irreversible amide bond formations in multiple steps, very often accompanied by low yields. Here, we present an approach to shape-persistent amide cages by exploiting a high-yielding reversible cage formation i

SUBMITTER: Bhat AS 

PROVIDER: S-EPMC6618138 | biostudies-literature | 2019 Jun

REPOSITORIES: biostudies-literature