92-53-5Relevant articles and documents
Product inhibition in nucleophilic aromatic substitution through DPPPent-supported π-arene catalysis
Mueller, Benjamin R. J.,Schley, Nathan D.
, p. 10114 - 10119 (2020)
Nucleophilic aromatic substitution (SNAr) of fluorobenzene by morpholine at a bis(diphenylphosphino)pentane-supported ruthenim complex is investigated as a model system for π-arene catalysis through the synthesis and full characterization of proposed intermediates. The SNAr step proceeds quickly at room temperature, however the product N-phenylmorpholine binds tightly to the ruthenium ion. In the case examined, the thermodynamics of arene binding favor product N-phenylmorpholine over fluorobenzene binding by a factor of 2000, corresponding to significant product inhibition. Observations of the catalyst resting state support this hypothesis and demonstrate an additive-controlled role for a previously-proposed ligand cyclometalation. This journal is
Palladium complexes of o-xylylene-linked alkoxybenzimidazolin-2-ylidenes containing aryl N-substituents: Examples of C-H activation and the formation of a tri-nuclear palladium complex
Simpson, Peter V.,Brown, David H.,Skelton, Brian W.,White, Allan H.,Baker, Murray V.
, p. 79 - 91 (2015)
Palladium complexes of new bidentate N-heterocyclic carbene (NHC) incorporating benzimidazolin- 2-ylidene units have been synthesized and structurally and spectroscopically characterised. The NHC ligands are furnished with aryl substituents on the nitroge
Coupling of Alternating Current to Transition-Metal Catalysis: Examples of Nickel-Catalyzed Cross-Coupling
Bortnikov, Evgeniy O.,Semenov, Sergey N.
supporting information, p. 782 - 793 (2020/12/01)
The coupling of transition-metal to photoredox catalytic cycles through single-electron transfer steps has become a powerful tool in the development of catalytic processes. In this work, we demonstrated that transition-metal catalysis can be coupled to al
Amination of Aryl Halides Mediated by Electrogenerated Nickel from Sacrificial Anode
Daili, Farah,Sengmany, Stéphane,Léonel, Eric
, p. 2462 - 2469 (2021/06/28)
Electrochemical C(sp2)?N couplings mediated by nickel salts generated from the sacrificial anode has been described for the first time. In this approach, the sacrificial nickel anode is employed as the sole source of nickel and the process, operationally simple to set up, enables the preparation of functionalized arylamine derivatives with moderate to good yields, under mild reaction conditions and without additional ligand. A cooperative process between the two electrodes is involved in the proposed mechanism.