455885-01-5

Upstream product

• 109-04-6 2-bromo-pyridine 
• 25364-44-7 N-(2,4,6-trimethylphenyl)imidazole 

Downstream Products

• 455885-04-8 [bis-η1-C-(N-mesityl-N'-2-pyridylimidazol-2-ylidene)dibromopalladium(II)] 

Relevant academic research and scientific papers

Ruthenium(II) complexes bearing pyridine-functionalized N-heterocyclic carbene ligands: Synthesis, structure and catalytic application over amide synthesis

A series of four imidazolium salts was synthesized by the reaction of 2-bromopyridine with 1-substituted imidazoles. These imidazolium salts (1a–d) were successfully employed as ligand precursors for the syntheses of new ruthenium(II) complexes bearing neutral bidentate ligands of N-heterocyclic carbene and pyridine donor moiety. The NHC-ruthenium(II) complexes (3a–d) were synthesized by reacting the appropriately substituted pyridine-functionalized N-heterocyclic carbenes with Ag2O forming the NHC–silver bromide in situ followed by transmetalation with [RuHCl(CO)(PPh3)3]. The new complexes were characterized by elemental analyses and spectroscopy (IR, UV-Vis,1H,13C,31P-NMR) as well as ESI mass spectrometry. Based on the spectral results, an octahedral geometry was assigned for all the complexes. The complexes were shown to be efficient catalysts for the one-pot conversion of various aldehydes to their corresponding primary amides with good to excellent isolated yields using NH2OH.HCl and NaHCO3. The effects of solvent, base, temperature, time and catalyst loading were also investigated. A broad range of amides were successfully synthesized with excellent isolated yields using the above optimized protocol. Notably, the complex 3a was found to be a very efficient and versatile catalyst towards amidation of a wide range of aldehydes. [Figure not available: see fulltext.]

Synthesis, characterization, and catalytic behavior of mono- and bimetallic ruthenium(II) and iridium(III) complexes supported by pyridine-functionalized N-heterocyclic carbene ligands

We have prepared and characterized five unreported ruthenium(II) and iridium(III) complexes supported by pyridine-functionalized N-heterocyclic carbene ligands including a bimetallic iridium(III) complex. When activated, all complexes are active catalysts for the transfer hydrogenation of acetophenone.

Metal iridium-carbene complex with photocatalytic performance as well as preparation method and application thereof

The invention relates to a metal iridium-carbene complex with photocatalytic performance as well as a preparation method and application thereof, the molecular formula of the metal iridium-carbene complex is C34H36Cl2IrN6PF6, and the metal iridium-carbene

Catalytic Enantioselective Intramolecular C(sp3)?H Amination of 2-Azidoacetamides

An enantioselective ring-closing C(sp3)?H amination of 2-azidoacetamides is catalyzed by a chiral-at-metal ruthenium complex and provides chiral imidazolidin-4-ones in 31–95 % yield, with enantioselectivities of up to 95 % ee, and at catalyst loadings down to 0.1 mol % (turnover number (TON)=740). To our knowledge, this is the first example of a highly enantioselective C(sp3)?H amination with aliphatic azides. Mechanistic experiments reveal the importance of the amide group, which presumably enables initial bidentate coordination of the 2-azidoacetamides to the catalyst. DFT calculations show that the transition state leading to the major enantiomer features a better steric fit and favorable π–π stacking between the substrate and the catalyst framework.

Octahedral Ruthenium Complex with Exclusive Metal-Centered Chirality for Highly Effective Asymmetric Catalysis

A novel ruthenium catalyst is introduced which contains solely achiral ligands and acquires its chirality entirely from octahedral centrochirality. The configurationally stable catalyst is demonstrated to catalyze the alkynylation of trifluoromethyl ketones with very high enantioselectivity (up to >99% ee) at low catalyst loadings (down to 0.2 mol%).

Remarkable stability of copper(II)-N-heterocyclic carbene complexes void of an anionic tether

A library of pyridyl- and picolyl-substituted imidazolium salts have been synthesized and coordinated to copper, via transmetalation from silver(I)-N-heterocyclic carbenes (NHCs), to prepare several copper(I)- and copper(II)-NHC complexes. The copper(I)-NHCs are complexes of the type Cu(NHC)Br, with the solid-state structures revealing a variety of coordination environments around the copper centers. The stability of the copper(II) complexes is particularly unusual, given the absence of a hard anionic tethering group appended to the ligands. The stability has been attributed to the pyridyl substituent, with the complexes being extremely stable, while those with an appended anionic group tend to be more sensitive to air/moisture. The ligands and complexes have been examined in an Ullmann-type etherification reaction and exhibit improved activity in comparison to copper in the absence of a ligand or the common Cu(I)-NHC complexes Cu(IMes)Cl and [Cu(IMes)2]PF6, indicating stabilization of higher oxidation state species by the ligands during the catalytic cycle.

Rigid pyridyl substituted NHC ligands, their Pd(0) complexes and their application in selective transfer semihydrogenation of alkynes

The synthesis of an air-stable series of Pd0 complexes with unsymmetric bidentate N-pyridine N-heterocyclic carbene ligands has been described. The carbenes were generated by synthesis of the silver(I) complexes from the imidazolium salts, foll

Bis-carbene complexes from oxidative addition of imidazolium C-H bonds to palladium(0)

Oxidative addition of the C-H bond at the 2-position of N-(2-pyridyl)imidazolium salts takes place to palladium(0) to lead to unexpected final products containing two carbenes. The formation of either cis or trans bis-carbene complexes, both identified by