Ligand‐Free Ultrasmall Recyclable Iridium(0) Nanoparticles for Regioselective Aromatic Hydrogenation of Phosphine Oxide Scaffolds: An Easy Access to New Phosphine Ligands
Abstract:Herein, we developed the recyclable ligand‐free iridium (Ir)‐hydride based Ir0 nanoparticles (NPs) for the first regioselective partial hydrogenation of PV‐substituted naphthalenes. Both the isolated and in situ generated NPs are catalytically active. A control nuclear magnetic resonance (NMR) study revealed the presence of metal‐surface‐bound hydrides, most likely formed from Ir0 species. A control NMR study confirmed that hexafluoroisopropanol as a solvent was accountable for substrate activation via hydroge… Show more
“…Other recent reports on saturating arenes and heteroarenes that do not bear boryl or silyl substituents include the work of Handa, who used [Ir(cod)Cl] 2 to hydrogenate phosphine oxide scaffolds with Ir nanoparticles being the active catalyst. 30 A cooperative heterogeneous and homogeneous strategy for asymmetric hydrogenations of arenes and heteroarenes has also been developed, which has been applied to a single borylated substrate (benzofuran). [31][32][33] The hydrogenation of uoropyridines using Pd(OH) 2 , in acidic media has also been reported.…”
Readily available and bench stable catalyst. Tolerates a variety of functional groups including orthogonal functionality. Circumvents the limitations of sp3 C–H borylation.
“…Other recent reports on saturating arenes and heteroarenes that do not bear boryl or silyl substituents include the work of Handa, who used [Ir(cod)Cl] 2 to hydrogenate phosphine oxide scaffolds with Ir nanoparticles being the active catalyst. 30 A cooperative heterogeneous and homogeneous strategy for asymmetric hydrogenations of arenes and heteroarenes has also been developed, which has been applied to a single borylated substrate (benzofuran). [31][32][33] The hydrogenation of uoropyridines using Pd(OH) 2 , in acidic media has also been reported.…”
Readily available and bench stable catalyst. Tolerates a variety of functional groups including orthogonal functionality. Circumvents the limitations of sp3 C–H borylation.
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