Trans-Symmetric Dynamic Covalent Systems: Connected Transamination and Transimination Reactions.

ABSTRACT: The development of chemical transaminations as a new type of dynamic covalent reaction is described. The key 1,3-proton shift is under complete catalytic control and can be conducted orthogonally to, or simultaneous with, transimination in the presence of an amine to rapidly yield two-dimensional dynamic systems with a high degree of complexity evolution. The transamination-transimination systems are proven to be fully reversible, stable over several days, compatible with a range of functional groups, and highly tunable. Kinetic studies show transamination to be the rate-limiting reaction in the network. Furthermore, it was discovered that readily available quinuclidine is a highly potent catalyst for aldimine transaminations. This study demonstrates how connected dynamic reactions give ri

SUBMITTER: Schaufelberger F 

PROVIDER: S-EPMC4517097 | biostudies-literature | 2015 Jun

REPOSITORIES: biostudies-literature