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Usage

Uses

Used in Chemical Synthesis Industry:
N-Cyclohexyl-2,6-dimethylaniline is used as an intermediate for the synthesis of dyes, pigments, and pharmaceuticals due to its ability to participate in various chemical reactions that facilitate the creation of these products.
Used in Reducing Agent Applications:
In the chemical industry, N-Cyclohexyl-2,6-dimethylaniline is utilized as a reducing agent in the production of organic and inorganic chemicals, where its reductive properties are essential for certain chemical processes.
Safety Considerations:
It is important to handle N-Cyclohexyl-2,6-dimethylaniline with care, as it can be harmful if it comes into contact with the skin or if it is inhaled, necessitating proper safety measures during its use and storage.

Upstream product

• 6781-98-2 2,6-dimethyl-1-chlorobenzene 
• 108-91-8 cyclohexylamine 
• 85385-03-1 N-cyclohexylidene-2,6-dimethyl-aniline 

Relevant academic research and scientific papers

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.

Synergistic Ligand Effect between N-Heterocyclic Carbene (NHC) and Bicyclic Phosphoramidite (Briphos) Ligands in Pd-Catalyzed Amination

A synergistic ligand effect between NHC and phosphorus ligands in Pd-catalyzed Buchwald-Hartwig amination reactions was demonstrated with tunable π-acceptor bicyclic bridgehead phosphoramidite (briphos) ligands. The catalytic activity of NHC-Pd-L (L = phosphorus ligand) precatalysts depends on the electronic properties of L. A NHC-Pd-L catalyst with an N-cyclohexyl-substituted briphos ligand was found to be highly efficient. A series of C-N bond coupling reactions between primary or secondary amines and aryl chlorides were performed with high yields under mild reaction conditions.

Organonickel complexes encumbering bis-imidazolylidene carbene ligands: Synthesis, X-ray structure and catalytic insights on Buchwald-Hartwig amination reactions

New four coordinated homoleptic bis(diimidazolylidene)nickel(II) complexes (C1 & C2) were synthesized and characterized by elemental analysis, NMR (1H and13C) as well as ESI-Mass spectrometry. The molecular structure of the complex C1 was identified by means of single-crystal X-ray diffraction analysis, which revealed that the complexes possess a distorted square planar geometry with chelating bis(diimidazolylidene) NHC ligands and two non coordinating bromide counter ions in tetradentate C4fashion. A survey of their catalytic activity in Buchwald?Hartwig amination has been performed. The newly synthesized complexes also catalyzed the amination of aryl chlorides in the presence of KOtBu. Various aryl chlorides and amines can react smoothly to give the corresponding aminated products in moderate to high yields. The scope of the reaction encompasses electronically varied aryl chlorides and nitrogen-containing heteroaryl chlorides, including pyridine and quinoline derivatives. Both secondary and primary amines are well tolerated under the optimal reaction conditions.

Novel robust benzimidazolylidene palladium complexes: Synthesis, structure, and catalytic applications in amination of chloroarenes

A series of novel pyridine stabilized PdeNHC complexes were developed, which revealed high activities and broad substrates tolerance in the amination of various (hetero)-aryl chlorides. Besides various secondary amines, a wide range of primary anilines and aliphatic amines were also well tolerated. The results highlight us a new strategy to increase catalyst activity in the future catalyst design by alternating the σ-donor property and flexibility of NHC ligands.

A highly efficient precatalyst for amination of aryl chlorides: Synthesis, structure and application of a robust acenaphthoimidazolylidene palladium complex

A robust palladium NHC complex was synthesized and exhibits exceptional activity and selectivity as a precatalyst in the amination of aryl chlorides and tolerates a wide range of substrates at low catalyst loadings.

(N-heterocyclic carbene)PdCl2(TEA) complexes: Studies on the effect of the "throw-away" ligand in catalytic activity

The synthesis and characterization of a series of (N-heterocyclic carbene)PdCl2(TEA) (TEA = triethylamine) complexes are presented. A comparison of their activity in the Suzuki-Miyaura and Buchwald-Hartwig reactions with similar (N-heterocyclic carbene)Pd(II) complexes is also presented.

Pd-catalyzed aryl amination mediated by well defined, N-heterocyclic carbene (NHC)-Pd precatalysts, PEPPSI

Pd-N-heterocyclic carbene (NHC)-catalyzed Buchwald-Hartwig animation protocols mediated by Pd-PEPPSI precatalysts is described. These protocols provide access to a range of hindered and functionalized drug-like aryl amines in high yield with both electron-deficient and electron-rich aryl- and heteroaryl chlorides and bromides. Variations in solvent polarity, base and temperature are tolerated, enhancing the scope and utility of this protocol. A mechanistic rationalization for base strength (pKb) requirements is also provided.

Carbene adduct of cyclopalladated ferrocenylimine as an efficient catalyst for the amination of aryl chlorides

A novel air- and moisture-stable carbene adduct of cyclopalladated ferrocenylimine has been synthesized and characterized. The structure of this compound was determined by X-ray crystal structure analysis. This adduct has been applied as an efficient catalyst for the amination of aryl chlorides.

A Facile Reduction of Certain Schiff Bases with Di- and Trichlorosilanes

The reduction of N--2,6-dimethylaniline (2) by use of trichlorosilane proceeded smoothly in the presence of a catalytic amount of BF3*Et2O.The trichlorosilane/BF3*Et2O combination was applicable to the reduction of various Schiff bases.In the case of dichlorosilane, the reduction of 2 proceeded with a 90percent yield without any catalysts.