Phosphinoborenium cations stabilized by N-heterocyclic carbenes: synthesis, structure, and reactivity

Phosphinoborenium cations stabilized by N-heterocyclic carbenes (NHCs) were synthesized via the reaction of bromo(phosphino)boranes with NHCs. Their structures were investigated by heteronuclear magnetic resonance spectroscopy, X-ray diffraction, and density functional theory calculations. They possess a planar trigonal boron center directly bonded with the pyramidal phosphanyl group (PR2) and can be treated as cationic phosphinoboranes. The reactivity of the selected NHC-phosphinoborenium cation was tested toward AuClSMe2 and Ph2PCl. In both reactions, the titled compound acted as a phosphido group donor under heterolytic cleavage of the P-B bond. Control experiments with parent phosphinoborane emphasized differences between the reactivity of low-coordinate neutral and cationic species with P-B functionality.

Automated summary

In this study, phosphinoborenium cations stabilized by N-heterocyclic carbenes were synthesized and their structures and reactivity were investigated. The results showed that these compounds have specific structures and chemical properties, and can act as both phosphinoborane and phosphido group donors in certain reactions.