6050-18-6

Upstream product

• 53884-55-2 di(2,4,6-trimethylphenyl)nitroxide 
• 576-83-0 2,4,6-trimethylphenyl bromide 
• 88-05-1 2,4,6-trimethylaniline 
• 603-71-4 nitromesitylene 
• 850629-65-1 dimesitylammonium pentafluorobenzenesulfonate 
• 1667-04-5 2-bromomesitylene 
• 1196-12-9 2-nitrosomesitylene 
• 5980-97-2 mesitylboronic acid 

Downstream Products

• 53884-42-7 di(2,4,6-trimethylphenyl)aminyl radical 
• 146842-47-9 ((CH₃)3C)2AlN(C₆H₂(CH₃)3)2 

Relevant academic research and scientific papers

Reactivity of Diarylnitrenium Ions

Hydride abstraction from diarylamines with the trityl ion is explored in an attempt to generate a stable diarylnitrenium ion, Ar2N+. Sequential H-atom abstraction reactions ensue. The first H-atom abstraction leads to intensely colored aminium radical cations, Ar2NH.+, some of which are quite stable. However, most undergo a second H-atom abstraction leading to ammonium ions, Ar2NH2+. In the absence of a ready source of H-atoms, a unique self-abstraction reaction occurs when Ar=Me5C6, leading to a novel iminium radical cation, Ar=N.+Ar, which decays via a second self H-atom abstraction reaction to give a stable iminium ion, Ar=N+HAr. These products differ substantially from those derived via photochemically produced diarylnitrenium ions.

Facile Buchwald-Hartwig coupling of sterically encumbered substrates effected by PNP ligands

The diphosphinoamine ligands [(Ph2P)2N(Ar); 1 (Ar = C6H5), 2 (Ar = 2,6-iPr2C6H3)] were effectively utilized in Buchwald-Hartwig coupling of a range of sterically demanding substr

Pd-PEPPSI-IPentAn Promoted Deactivated Amination of Aryl Chlorides with Amines under Aerobic Conditions

We report herein a highly efficient Pd-catalyzed amination by "bulky-yet-flexible" Pd-PEPPSI-IPentAn complexes. The relationship between the N-heterocyclic carbenes (NHCs) structure and catalytic properties was discussed. Sterically hindered (hetero)aryl chlorides and a variety of aliphatic and aromatic amines can be applied in this cross-coupling, which smoothly proceeded to provide desired products. The operationally simple protocol highlights the rapid access to CAr-N bond formation under mild conditions without the exclusion of air and moisture.

Synthesis of Di(hetero)arylamines from Nitrosoarenes and Boronic Acids: A General, Mild, and Transition-Metal-Free Coupling

The synthesis of di(hetero)arylamines by a transition-metal-free cross-coupling between nitrosoarenes and boronic acids is reported. The procedure is experimentally simple, fast, mild, and scalable and has a wide functional group tolerance, including carbonyls, nitro, halogens, free OH and NH groups. It also permits the synthesis of sterically hindered compounds.

N-heterocyclic carbene-palladium complex, and preparation method and application thereof

The invention discloses an N-heterocyclic carbene-palladium complex, and a preparation method and application thereof. The N-heterocyclic carbene-palladium complex disclosed by the invention is shown in Formula (I), wherein L1 is a quinoline ligand or isoquinoline ligand, and N in the L1 is connected with Pd; L2 is an N-heterocyclic carbene ligand, and carbene carbon in the L2 is connected with the Pd; and X1 and X2 are respectively independently an anionic ligand. The N-heterocyclic carbene-palladium complex disclosed by the invention can efficiently catalyze carbon-carbon or carbon-heteroatom coupling reaction using aryl halide as a substrate. The formula is shown in the specification.

Synthesis of N-heterocyclic carbene-PdCl2-(iso)quinoline complexes and their application in arylamination at low catalyst loadings

A new type of N-heterocyclic carbene-PdCl2-(iso)quinoline complexes 3 were successfully achieved in acceptable to good yields from easily available starting materials under mild conditions, and their structures were unambiguously confirmed using X-ray single crystal diffraction. Furthermore, their catalytic activity toward Buchwald-Hartwig arylamination of aryl chlorides with primary and secondary amines was fully tested. Under the optimal reaction conditions, the expected arylated amines can be obtained in high to excellent yields at low catalyst loadings (0.005-0.05 mol%). It may be worth noting here that comparison of these complexes with other well-defined and easily available NHC-Pd(ii) complexes bearing different N-containing ancillary ligands was also carried out, showing their superior catalytic activity over all others.

Functionalized N,N-Diphenylamines as Potent and Selective EPAC2 Inhibitors

N,N-Diphenylamines were discovered as potent and selective EPAC2 inhibitors. A study was conducted to determine the structure-activity relationships in a series of inhibitors of which several compounds displayed submicromolar potencies. Selectivity over t

Solvent-free aryl amination catalysed by [Pd(NHC)] complexes

A highly effective solvent-free protocol for the Buchwald-Hartwig amination of unactivated aryl chlorides is described. The effect of various [Pd(NHC)] pre-catalyst systems on the reactivity has been studied. [Pd(IPr*)(cin)Cl] is reported as the complex o

(IPr)Pd(pydc) (pydc = pyridine-2,6-dicarboxylate) - A highly active precatalyst for the sterically hindered C-N coupling reactions

A new class of well-defined NHC-Pd complexes incorporating a pyridine-2-carboxylate or pyridine-2,6-dicarboxylate ligand has been synthesized. These novel complexes exhibited prominent catalytic activity in the sterically hindered C-N coupling reactions at elevated temperature, but relatively inferior reactivity at low temperature. The distinctly different reactivity of these NHC-Pd complexes was presumed to be associated with their unique structures of ancillary ligands.

METHOD FOR PRODUCING ESTER AND ESTERIFICATION CATALYST

A process for producing an ester includes the step of allowing a carboxylic acid to react with an alcohol, wherein an ammonium sulfonate is used as an esterification catalyst, the ammonium sulfonate being composed of an ammonium cation having a basic skeleton represented by formula (1) (wherein n represents 1 or 2) in which hydrogen atoms in the benzene rings and hydrogen atoms bonded to bridge carbon may be substituted), and a sulfonic acid anion represented by RSO 3 - (wherein R represents an arene, a perfluoroalkane having 1 to 8 carbon atoms, or a bulky alkane).