39799-78-5

Upstream product

• 1450-14-2 1,1,1,2,2,2-hexamethyldisilane 

Downstream Products

• 857811-95-1 1,3-dimethyl-4-phenyl-1H-imidazol-2(3H)-one 
• 129491-63-0 (2S,3R,4R,5S)-2,5-bis[(1,1-dimethylethoxy)carbonyl]amino-1,6-diphenyl-3,4-dihydroxyhexane 
• 168270-62-0 allyl (n-hexyl)-dichlorosilane 

Relevant academic research and scientific papers

A Palladium(II) Peroxido Complex Supported by the Smallest Steric N-Heterocyclic Carbene, IMe = 1,3-Dimethylimidazole-2-ylidene, and Its Reactivity by Oxygen-Atom Transfer

Stabilized with an N-heterocyclic carbene ligand of the smallest steric profile, PdII(η2-O2)(IMe)2(IMe = 1,3-dimethylimidazole-2-ylidene) was synthesized by the direct addition of dioxygen to Pd0(IMe)2. The peroxidopalladium complex with IMe, which was previously available only by computation, was characterized by IR spectroscopy and X-ray crystallography. Moreover, its oxygen-atom-transfer reactivity was elucidated by studying its thermolysis in pyridine at 60 °C to yield 1,3-dimethylimidazol-2-one (IMeO) and its reaction with oxygen-atom-transfer acceptors such as PPh3and (Me3Si)2.

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.