6306-07-6Relevant articles and documents
Imuta,Ziffer
, p. 1351 (1979)
High-efficient metal-free aerobic oxidation of aromatic hydrocarbons by N, N-dihydroxypyromellitimide and 1,4-diamino-2,3-dichloroanthraquinone
Chen, Chen,Lv, Zhenguo,Wang, Huibin,Yang, Yuanyuan,Ye, Yicheng,Zhang, Qiaohong,Zhu, Zhuwei
, (2021/12/30)
Metal-free organic catalytic system combining with N, N-dihydroxypyromellitimide (NDHPI) and 1,4-diamino-2,3-dichloroanthraquinone (DADCAQ) was developed for the selective oxidation of hydrocarbon. Being able to simultaneously show good catalytic activity for the oxidation of hydrocarbon and alcohol, NDHPI/DADCAQ was found to be efficient for the conversion of hydrocarbon to ketone. In addition, due to its specific molecular structure, NDHPI was found to be more stable and could supply a PIDNO (pyromellitimide N, N-dioxyl free radical) during the catalytic process. So, higher catalytic activity could be obtained than the famous NHPI even with only half usage, which resolved the problem of high usage (usually 10 mol%) for the organic N-OH compounds to some extent. With 5 mol% NDHPI and 1.25 mol% DADCAQ being used under the conditions of 110 °C and 0.3 MPa molecular oxygen for 7 h, high conversion of ethylbenzene (89.6%), tetralin (98.8%), indene (96.9%), and inert toluene (50.7%) could be selectively converted to the products of acetophenone (93.4%), α-tetralone (97.3%), 1-indanone (98.9%), and benzoic acid (92.4%), respectively.
Asymmetric Transfer Hydrogenation of (Hetero)arylketones with Tethered Rh(III)-N-(p-Tolylsulfonyl)-1,2-diphenylethylene-1,2-diamine Complexes: Scope and Limitations
Zheng, Long-Sheng,Llopis, Quentin,Echeverria, Pierre-Georges,Férard, Charlène,Guillamot, Gérard,Phansavath, Phannarath,Ratovelomanana-Vidal, Virginie
, p. 5607 - 5615 (2017/06/07)
A series of new tethered Rh(III)/Cp? complexes containing the N-(p-tolylsulfonyl)-1,2-diphenylethylene-1,2-diamine ligand have been prepared, characterized, and evaluated in the asymmetric transfer hydrogenation (ATH) of a wide range of (hetero)aryl ketones. The reaction was performed under mild conditions with the formic acid/triethylamine (5:2) system as the hydrogen source and provided enantiomerically enriched alcohols with good yields and high to excellent enantioselectivities. Although the nature of the substituents on the phenyl tethering ring did not alter the stereochemical outcome of the reaction, complexes bearing electron-donating groups exhibited a higher catalytic activity than those having electron-withdrawing groups. A scale-up of the ATH of 4-chromanone to the gram scale quantitatively delivered the reduced product with excellent enantioselectivity, demonstrating the potential usefulness of these new complexes.
1-acenaphthenol synthesis and enantiomer separation method
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Paragraph 0012, (2017/08/27)
The invention discloses a 1-acenaphthenol synthesis and enantiomer separation method. The method particularly comprises the following steps that 1-acenaphthenone serves as a raw material, catalytic reduction hydrogenation can be conducted through a catalyst to obtain racemic 1-acenaphthenol, the racemic 1-acenaphthenol is subjected to dynamic kinetic splitting and then separated to obtain an R-1-acenaphthenol acyl compound and S-1-acenaphthenol, the 1-acenaphthenol is subjected to dynamic kinetic splitting, only an R-1-acenaphthenol acyl compound is obtained, the R-1-acenaphthenol acyl compound obtained through kinetic splitting or dynamic kinetic splitting is hydrolyzed, and then R-1-acenaphthenol can be obtained. The method has the advantages of being easy to implement, high in product yield, good in optical purity and the like, and great guidance and application value is achieved in 1-acenaphthenol synthesis and splitting research.
