58244-47-6Relevant articles and documents
Ligation state of nickel during C–O bond activation with monodentate phosphines
Hooker, Leidy V.,Neufeldt, Sharon R.
, p. 6717 - 6725 (2018)
The oxidative addition of phenolic electrophiles at Ni(0) in the presence of monodentate phosphine ligands was studied with both dispersion-free and dispersion-containing DFT methods. With the popular bulky ligand PCy3, consideration of dispersion has a striking effect on the predicted ligation state of nickel during oxidative addition of aryl sulfamates. Dispersion-containing methods such as M06L indicate a clear preference for a bis-phosphine ligated transition state (TS), while dispersion free methods like B3LYP strongly favor a mono-phosphine ligated TS. This discrepancy in predicted ligation state is also found with small phosphines (PMe3) in combination with some aryl electrophiles (carbamates, acetates, pivalates, chlorides), but a bis-PMe3-ligated TS is predicted regardless of dispersion for other electrophiles (sulfamates, mesylates, tosylates). DFT calculations that include dispersion also offer a possible explanation for the observed poor efficacy of PtBu3 as a ligand in Ni-catalyzed cross-coupling reactions.
Preparation and characterization of a Cu complex based on 2,2′-bipyrimidine as a recyclable metal-organic framework for Suzuki coupling
Liu, Hongmei,Liu, Ming,Kiasadegh, Mehdi
, p. 2873 - 2885 (2021/12/31)
A Cu complex based on 2,2′-bipyrimidine ([CuBpm·2H2O]n) as a recyclable metal-organic framework (MOF) was used for the synthesis of biaryl derivatives by the Suzuki coupling reaction. The Suzuki reaction was performed with mixing of aryl halides with arylboronic acids in DMSO. The prepared catalyst was characterized by FT-IR, XRD, SEM, EDX, BET, BJH and ICP-AES analysis. [CuBpm·2H2O]n as catalyst demonstrated good to excellent yields for Suzuki reaction in comparison with other catalysts. The catalyst was recovered by a simple filtration and retained its activity even after several cycles.
Catalytic reduction of nitroarenes and Suzuki-Miyaura reactions using Pd complex stabilized on the functionalized polymeric support
Ariannezhad, Maryam,Esperi, Melika,Pourmorteza, Narges,Yousefi, Abed
, (2022/02/17)
The significance of aromatic amines as crude substances in diverse applications has attracted extensive consideration in the field of economic procedures for the reduction of nitroarenes. Also, the formation of Carbon–Carbon bond as a dominant step in the structure of complex molecules is an important phenomenon in chemical reactions. Improvements of eco-friendly methodologies for reduction process and Carbon–Carbon bond formation have been noticeable. The present work represents through a capable heterogeneous Pd catalyst, the reduction of nitroarenes to the corresponding amines in the presence of N2H4 as a weak hydrogen donor reagent in the room temperature and solvent-free condition was progressed. In addition, several C–C bond formations through Suzuki-Miyaura reaction using one-pot mixture containing aryl halide, arylboronic acid in the presence of Pd catalyst at refluxed condition proceeded. Furthermore, the reusability of Pd catalyst for both reduction and Suzuki reactions showed five successive runs without any significant loss in its activity.
