Although Suzuki–Miyaura cross-coupling
is one of the most
convenient and well-developed cross-coupling reactions, its applications
to the asymmetric version to deliver highly functionalized atropisomers
or nonracemic coupling products have been less explored. Besides some
excellent work reported intermittently, the asymmetric Suzuki–Miyaura
reaction remains a significant challenge, particularly for preparing
highly functionalized heterocyclic atropisomers. A concise but critical
knowledge on this topic may further inspire researchers across various
subdisciplines to develop innovative and practical solutions to tackle
this problem. Therefore, this concise Review aims to summarize the
pioneering work on asymmetric Suzuki–Miyaura cross-couplings
and cover the implementations via homogeneous and heterogeneous catalysis
reported during recent years. Most notably, the use of transition
metals other than palladium is also described.
Solvents are the major source of chemical waste from synthetic chemistry labs. Growing attention to more environmentally friendly sustainable processes demands novel technologies to substitute toxic or hazardous solvents. If...
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 hydrogen bonding. High‐resolution transmission electron microscopy of the catalyst supports the formation of ultrasmall NPs, and X‐ray photoelectron spectroscopy confirmed the dominance of Ir0 in the NPs. The catalytic activity of NPs is broad as showcased by highly regioselective aromatic ring reduction in various phosphine oxides or phosphonates. The study also showcased a novel pathway toward preparing bis(diphenylphosphino)‐5,5′,6,6′,7,7′,8,8′‐octahydro‐1,1′‐binaphthyl (H8‐BINAP) and its derivatives without losing enantioselectivity during catalytic events.
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 hydrogen bonding. High‐resolution transmission electron microscopy of the catalyst supports the formation of ultrasmall NPs, and X‐ray photoelectron spectroscopy confirmed the dominance of Ir0 in the NPs. The catalytic activity of NPs is broad as showcased by highly regioselective aromatic ring reduction in various phosphine oxides or phosphonates. The study also showcased a novel pathway toward preparing bis(diphenylphosphino)‐5,5′,6,6′,7,7′,8,8′‐octahydro‐1,1′‐binaphthyl (H8‐BINAP) and its derivatives without losing enantioselectivity during catalytic events.
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