475578-19-9

Upstream product

• 122-51-0 orthoformic acid triethyl ester 
• 134780-63-5 (1E,2E)-N¹,N²-bis(2,6-dimethylphenyl)ethane-1,2-diimine 
• 87-62-7 2,6-dimethylaniline 
• 72991-60-7 N¹,N²-bis(2,6-dimethylphenyl)ethane-1,2-diamine 

Downstream Products

• 1052766-42-3 1,3-bis(2,6-dimethylphenyl)imidazolinium-2-carboxylate 
• 1186200-04-3 N,N'-bis(2,6-dimethyl-3-nitrophenyl)imidazolinium 
• 1138011-58-1 N,N'-bis-(2,4,6-trimethylphenyl)imidazolinium nitrate 

Relevant academic research and scientific papers

Tuning the electronic properties of N-heterocyclic carbenes

The electron-donating properties of N-heterocyclic carbenes ([N,N′-bis(2,6-dimethylphenyl)imidazol]-2-ylidene and the respective dihydro ligands) with 4,4′-R-substituted aryl rings (4,4′-R = NEt2, OC12H25, Me, H, Br, S(4-t

Mechanism studies of oxidation and hydrolysis of Cu(I)–NHC and Ag–NHC in solution under air

The decomposition of copper(I)–NHC and silver-NHC complexes in solution under air was studied. The Cu(I)–NHCs were oxidized into urea derivatives and hydrolysed into imidazoliums or benzimidazoliums. The decomposition of Ag–NHC with a saturated backbone led to ring-opening product, while the Ag–NHC with an unsaturated backbone led to imidazolium and Ag-bisNHC complex. The effects of steric property, hydrophilicity, and binding energy of NHC to O2 and H2O on the decomposition of Cu(I)–NHC were studied using theoretical calculations. Steric hindrance played an important role on the stability of Cu(I)–NHC. Pathways for the decomposition of Cu(I)–NHC and Ag–NHC were proposed.

Synthesis of Imidazolidinone, Imidazolone, and Benzimidazolone Derivatives through Oxidation Using Copper and Air

A new synthetic method of urea derivatives using copper and air was developed. These mild conditions provided moderate to very good yields for 15 examples (53-93%), while low yields were obtained with sterically hindered substrates (3 examples). The reaction was found to go through an in situ generated copper-N-heterocyclic carbene, which was then oxidized into cyclic urea derivatives possessing alkyl, benzyl, aryl, hydroxy, Boc-protected, and tertiary amine groups.

1,3-Diarylimidazolidin-2-ylidene (NHC) complexes of Pd(II): Electronic effects on cross-coupling reactions and thermal decompositions

The synthesis of 1,3-diarylimidazolidin-2-ylidene (NHC) precursor, 1,3-bis(2,4,6-trimethylphenyl)imidazolinium chloride, (3b) has been extended to the electronically and sterically modified NHC precursors 3a (X = H), 3c (X = Br) and 3e (X = Cl) in order t

Microwave-assisted synthesis of N-heterocyclic carbene precursors

A very simple and efficient procedure is reported for the synthesis of 1,3-diarylimidazolinium chlorides by cyclization of N,N′- diarylethylenediamines dihydrochlorides with triethyl orthoformate under microwave irradiation. Georg Thieme Verlag Stuttgart.