Thioester exchange

Expanding diversity in dynamic combinatorial libraries: simultaneous exchange of disulfide and thioester linkages

If dynamic combinatorial chemistry is to reach its full potential then further development of exchange chemistry is required. We recently reported a proof-of-principle study of a double-level "communicating" library based on one-pot exchange of disulfide and thioester linkages under aqueous conditions. This simple system validates the use of two simultaneous sources of covalent exchange within the same dynamic combinatorial library as a dynamic mixture of at least eight oligomers of various topologies and functionalities has been generated from a single polyfunctional building block.[1]

Thioester DCL scheme

References

  1. Expanding Diversity in Dynamic Combinatorial Libraries: Simultaneous Exchange of Disulfide and Thioester Linkages.
    J. Leclaire, L. Vial, S. Otto and J. K. M. Sanders, Chem. Commun. 2005, 1959-1961.