Litcius/Paper detail

C−N Coupling through Hydroaminoalkylation on a Single‐Atom Rh Heterogeneous Catalyst

Yuting Li, Yu Tang, Franklin Tao

2023Angewandte Chemie International Edition12 citationsDOIOpen Access PDF

Abstract

Abstract C−N coupling is significant for the synthesis of fine chemicals toward various applications. Hydroaminoalkylation of olefins is a tandem reaction of C−N coupling involving first the formation of an aldehyde through hydroformylation of an olefin and then the production of amine through reductive amination of the aldehyde. Here we report a stable, supported catalyst of singly dispersed Rh 1 atoms anchored on TiO 2 (P25) nanoparticles designated as Rh 1 /P25. Its high activity for C−N coupling was demonstrated by six hydroaminoalkylations of olefins and amines with selectivity of higher than 90% for producing tertiary amines. The singly dispersed Rh 1 O 4 on P25 exhibit activity and selectivity for hydroaminoalkylation comparable or even higher than some reported molecular catalysts. In contrast to molecular catalysts, the Rh‐based single‐atom Rh heterogeneous catalysis (Rh 1 /P25) can be readily separated from reactants and products, reused for multiple runs of hydroaminoalkylation, and recycled with a low cost.

Topics & Concepts

CatalysisSelectivityAldehydeHydroformylationOlefin fiberAmine gas treatingReductive aminationChemistryAminationCoupling reactionHeterogeneous catalysisRhodiumOrganic chemistryAsymmetric Hydrogenation and CatalysisCarbon dioxide utilization in catalysisCatalytic Cross-Coupling Reactions