94885-55-9

Upstream product

• 2040-01-9 2',3',4',5',6'-pentamethylacetophenone 
• 109-94-4 formic acid ethyl ester 
• 75-07-0 acetaldehyde 

Downstream Products

• 2040-01-9 2',3',4',5',6'-pentamethylacetophenone 
• 78985-15-6 1,2,3,4,5-Pentamethyl-6-(1-phenylsulfanyl-ethyl)-benzene 

Relevant academic research and scientific papers

The catalytic activity of new iridium(I) N-heterocyclic carbene complexes for hydrogen transfer reaction of ketones

In this paper, the reaction of [Ir(COD)Cl]2 with in situ prepared Ag–N-heterocyclic carbene (NHC) complexes yields a series of [IrCl(COD)(NHC)] complexes. All compounds were fully characterized by 1H NMR, 13C NMR, and FT–IR spectroscopy. The manuscript focused on the preparation of new Ir–NHC complexes, characterization and catalytic behavior. A series of hydrogenation transfer reactions were performed to reveal the effects of the Ir–NHC complexes. The new Ir–NHC complexes of benzimidazole-2-ylidene are effective catalysts for the transfer of hydrogenation of different ketones, using i-PrOH as the source of hydrogen in the presence of KOH. The reactions were conducted at a substrate/catalyst/base (S/C/base) molar ratio of 1:0.001:2. Although all of the complexes are active catalysts for the transfer hydrogenation of ketones, moderate yields were obtained with acetylnaphthalene and conversion was not observed with very substituted ketones such as 2′,3′,4′,5′,6′-pentamethylacetophenone. It was observed that for transfer hydrogenation reactions Ir–NHC catalysts were more active, compared to Ru–NHC catalyzed studies performed by our team. Graphic abstract: [Figure not available: see fulltext.].

Preparation and spectroscopic studies of Fe(II), Ru(II), Pd(II) and Zn(II) complexes of Schiff base containing terephthalaldehyde and their transfer hydrogenation and Suzuki-Miyaura coupling reaction

This study describes synthesis, spectroscopic characterization and catalytic activities of Fe(II), Ru(II), Pd(II) and Zn(II) complexes with a novel Schiff base ligand (L) derived from methyl 2-amino-5,5,7,7-tetramethyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate and terephthalaldehyde. We used spectroscopic techniques including IR, UV-Vis, 1H-NMR, 13C-NMR, elemental analysis and also mass analysis and magnetic susceptibility measurements to identify the products. The Pd(II) complex was used as a potential catalyst for Suzuki-Miyaura coupling reaction of some aryl halides under optimized conditions. The effect of various bases such as NaOH, KOH, and KOBut was investigated in transfer hydrogenation (TH) of ketones by isopropyl alcohol as the hydrogen source. Ru(II) and Pd(II) complexes showed catalytic activity while Zn(II) and Fe(II) metal complexes failed to do that.

PRODUCTION METHOD OF OPTICALLY ACTIVE SECONDARY ALCOHOL

PROBLEM TO BE SOLVED: To provide a chemical catalytic method allowing efficient production of a corresponding optically active secondary alcohol from an aromatic ketone having a substituent at each of two β-positions in an aromatic ring to the carbonyl site, so that both enantiomers can be separately made. SOLUTION: A production method of optically active secondary alcohol is characterized by reacting a ketone compound such as acetophenone derivatives with hydrogen in the presence of a ruthenium complex catalyst having an optically active diphosphine ligand. COPYRIGHT: (C)2015,JPO&INPIT

Electron-rich N-heterocyclic silylene (NHSi)-iron complexes: Synthesis, structures, and catalytic ability of an isolable hydridosilylene-iron complex

The first electron-rich N-heterocyclic silylene (NHSi)-iron(0) complexes are reported. The synthesis of the starting complex is accomplished by reaction of the electron-rich Fe0 precursor [(dmpe)2Fe(PMe 3)] 1 (dmpe =1,2-bis(dimethylphosphino)ethane) with the N-heterocyclic chlorosilylene LSiCl (L = PhC(NtBu)2) 2 to give, via Me3P elimination, the corresponding iron complex [(dmpe)2Fe(←:Si(Cl)L)] 3. Reaction of in situ generated 3 with MeLi afforded [(dmpe)2Fe(←:Si(Me)L)] 4 under salt metathesis reaction, while its reaction with Li[BHEt3] yielded [(dmpe) 2Fe(←:Si(H)L)] 5, a rare example of an isolable SiII hydride complex and the first such example for iron. All complexes were fully characterized by spectroscopic means and by single-crystal X-ray diffraction analyses. DFT calculations further characterizing the bonding situation between the SiII and Fe0 centers were also carried out, whereby multiple bonding character is detected in all cases (Wiberg Bond Index >1). For the first time, the catalytic activity of a SiII hydride complex was investigated. Complex 5 was used as a precatalyst for the hydrosilylation of a variety of ketones in the presence of (EtO)3SiH as a hydridosilane source. In most cases excellent conversions to the corresponding alcohols were obtained after workup. The reaction pathway presumably involves a ketone-assisted 1,2-hydride transfer from the SiII to Fe0 center, as a key elementary step, resulting in a betaine-like silyliumylidene intermediate. The appearance of the latter intermediate is supported by DFT calculations, and a mechanistic proposal for the catalytic process is presented.

Preparation of a series of Ru(ii) complexes with N-heterocyclic carbene ligands for the catalytic transfer hydrogenation of aromatic ketones

The reaction of [RuCl2(p-cymene]2 with Ag-N-heterocyclic carbene (NHC) complexes yields a series of [(p-cymene)Ru(NHC)] complexes (2a-f). All synthesised compounds were characterized by elemental analysis, NMR spectroscopy and the mo

Chemo-and stereoselective iron-catalyzed hydrosilylation of ketones

The reduction of ketones with polymethylhydrosiloxane (PMHS) gives the corresponding alcohols in good to excellent yield applying iron-based catalyst systems. In the case of prochiral ketones, the use of Fe(OAc) 2/(S,S)-Me-DuPhos leads to high enantioselectivity up to 99% ee. The reaction proceeds in the presence of several functional groups such as esters, halides as well as conjugated double bonds, with high chemoselectivity. The advantage of this protocol is that the reaction requires no activating agents or additives.

Iron-catalyzed enantioselective hydrosilylation of ketones

(Chemical Equation Presented) Reductions under iron rule: Enantioselective hydrosilylation of prochiral ketones with inexpensive and environmentally benign iron catalysts proceed smoothly in the presence of (S,S)-Me-duphos (see scheme; (S,S)-Me-duphos=1,2