Efficient nickel/N-heterocyclic carbene catalyzed C–S cross-coupling

Efficient C–N and C–S Bond Formation Using the Highly Active [Ni(allyl)Cl(IPr*OMe)] Precatalyst

“…The active species was proposed to be a bis(NHC)‐Ni 0 complex, which efficiently catalyzed the coupling of aryl iodides and bromides with aryl and alkyl thiols. Subsequently, Jun and Lee18c as well as Shi18b reported further advances in this field with a solid supported [Ni‐NHC] system and the inexpensive [Ni(OAc) 2 ] precursor, respectively. However, the catalyst loadings were rather high (10 mol‐%).…”

Transition‐Metal‐Catalyzed CS Bond Coupling Reaction

“…[65] Subsequently, a similar CÀS bond forming reaction of aromatic halides with aromatic thiols using a slightly different NHC (33) and NiA C H T U N G T R E N N U N G (OAC) 2 as a catalyst has also been achieved to yield the resulting diaryl thioethers in good yields (path C, Scheme 41). [66] Nickel-catalyzed inter-and intramolecular CÀS bond formation by cross-coupling between aryl halides and aryl-and alkyl thiols has been developed (Scheme 42). [67] The authors also synthesized (AE)-chuangxinmycin (34) using C À S coupling as the key step.…”

Nickel Complexes of Pyridine‐Functionalized N‐Heterocyclic Carbenes: Syntheses, Structures, and Activity in Electrocatalytic Hydrogen Production

“…The N‐heterocyclic carbene (NHC) ligand is also a two‐electron donor, with strong binding properties comparable to that of phosphane ligands . Although Ni‐NHC complexes have found various applications in organometallic chemistry, the electrocatalytic properties of this kind of compounds so far mostly have been neglected.…”