Divergent Synthesis of Chiroptical Molecular Switches Based on 1,2-Diaxial Atropisomers.

ABSTRACT: The development of chiroptical molecular switches for chiral sensing, data communication, optical displays, chiral logic gates, and asymmetric catalysis is currently a vibrant frontier of science and technology. Herein, we report a practical artificial dynamic system based on a 1,2-diaxial atropisomer. Organocatalytic parallel kinetic resolution allows the divergent synthesis of two sets of stereoisomers with vicinal C-C and N-N axes from the same racemic single-axis substrates. By simply varying the configuration of the single catalyst, all four stereoisomers are accessible. The successive conduction of covalent unlocking/locking and thermal-isomerization processes enables sequential switching between all four atropisomeric states with electronic circular dichroism signal reversal, provid

SUBMITTER: Han TJ 

PROVIDER: S-EPMC11600187 | biostudies-literature | 2024 Nov

REPOSITORIES: biostudies-literature