A photoactivated precipiton for reagent sequestration in solution-phase synthesis.
Precipitons are molecular phase tags for chemical separations. They can be switched from a high-solubility to a low-solubility state to facilitate product, reagent, or catalyst isolation. This paper presents the first photoactivated precipiton and demonstrates that this precipiton is an efficient amine scavenging agent in solution-phase syntheses of amides, ureas, and imines. This approach to amine scavenging offers advantages over solid-phase scavenging methods. The amine is captured in a homogeneous medium, so the capture is much faster than seen with isocyanate resins, and only a small excess of the scavenger is required.
Bosanac
Todd
T
Department of Chemistry and The Combinatorial Chemistry Center, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA.
Wilcox
Craig S
CS