PTABS: A Unique Water-Soluble π-Acceptor Caged Phosphine

Abstract

AbstractCaged phosphines have unique structures and provide many advantageous properties that can be fine-tuned to develop efficient catalytic systems. Our research group recently introduced a highly water-soluble caged phosphine: PTABS (KapdiPhos), which is a derivatized form of triazaphosphaadamantane, and explored its applicability as a strongly π-accepting ligand in combination with metals such as Pd or Cu in a variety of cross-coupling reactions of biologically relevant halonucleosides as well as chloroheteroarenes. This account details our journey from ideation to the various catalytic applications of the ligands and eventually to its commercialization.1 Introduction2 Derivatization of PTA to PTABS and Its Applications2.1 Nucleoside Modification2.2 Heteroarene Modification3 Conclusion4 Summary and Future Outlook