Manganese-Catalyzed Asymmetric Hydrogenation of Quinolines Enabled by pi–pi Interaction

Author(s):  
Chenguang Liu ◽  
Mingyang Wang ◽  
Shihan Liu ◽  
Yujie Wang ◽  
Yong Peng ◽  
...  

<p>The first example of non-noble metal-catalyzed asymmetric hydrogenation of aromatic <i>N</i>-heterocycles is reported. A new chiral pincer manganese catalyst showed outstanding catalytic activity in the asymmetric hydrogenation of a wide range of quinolines, affording high yields and excellent enantioselectivities (up to 97% <i>ee</i>). A turnover number of 3840 was reached at a low catalyst loading (S/C=4000), which was competitive with the activity of most effective noble metal catalysts for this reaction. The precise regulation of the enantioselectivity were ensured by a p–p interaction.<u></u></p>

2020 ◽  
Author(s):  
Chenguang Liu ◽  
Mingyang Wang ◽  
Shihan Liu ◽  
Yujie Wang ◽  
Yong Peng ◽  
...  

<p>The first example of non-noble metal-catalyzed asymmetric hydrogenation of aromatic <i>N</i>-heterocycles is reported. A new chiral pincer manganese catalyst showed outstanding catalytic activity in the asymmetric hydrogenation of a wide range of quinolines, affording high yields and excellent enantioselectivities (up to 97% <i>ee</i>). A turnover number of 3840 was reached at a low catalyst loading (S/C=4000), which was competitive with the activity of most effective noble metal catalysts for this reaction. The precise regulation of the enantioselectivity were ensured by a p–p interaction.<u></u></p>


2020 ◽  
Author(s):  
Chenguang Liu ◽  
Mingyang Wang ◽  
Shihan Liu ◽  
Yujie Wang ◽  
Yong Peng ◽  
...  

<p>The first example of non-noble metal-catalyzed asymmetric hydrogenation of aromatic <i>N</i>-heterocycles is reported. A new chiral pincer manganese catalyst showed outstanding catalytic activity in the asymmetric hydrogenation of a wide range of quinolines, affording high yields and excellent enantioselectivities (up to 97% <i>ee</i>). A turnover number of 3840 was reached at a low catalyst loading (S/C=4000), which was competitive with the activity of most effective noble metal catalysts for this reaction. The high reactivity of the manganese catalyst and a precise regulation of the enantioselectivity were ensured by a dual “N–H” effect of the ligand structure.<u></u></p>


2021 ◽  
Vol 25 ◽  
Author(s):  
Neda Reihani ◽  
Hamzeh Kiyani

: An efficient synthesis of 4-arylidene-3-alkylisoxazole-5(4H)-ones has been implemented via the three-component cyclocondensation of aryl(heteroaryl)aldehydes with hydroxylamine hydrochloride and β-ketoesters. The potassium 2,5-dioxoimidazolidin-1-ide has been introduced as the new organocatalyst to facilitate of this heterocyclization. In the current process, three starting materials, including substituted benzaldehydes/heterocyclic aromatic aldehydes, hydroxylamine hydrochloride, and ethyl acetoacetate/propyl acetoacetate/butyryl acetoacetate have been successfully used for the synthesize of the number of substituted isoxazole-5(4H)-ones in good to high yields in ethylene glycol as a green reaction medium at 80 ºC. The low catalyst loading is also a main advantage over the some reported catalysts.


Author(s):  
Bankim B. Ghosh ◽  
Prokash Chandra Roy ◽  
Mita Ghosh ◽  
Paritosh Bhattacharya ◽  
Rajsekhar Panua ◽  
...  

Three Way Catalysts (TWC) are extensively used for simultaneous control of three principal automotive pollutants, namely carbon monoxide (CO), Oxides of nitrogen (NOx), and hydrocarbon (HC). Most of works on three way catalytic converter have been carried out with noble metals such as Platinum, Rhodium, and Iridium have been tried individually and in different combinations and proportions. Noble metal catalysts give very good performance of reduction of (NOx), CO and HC in the narrow range of stoichiometric Air Fuel ratio. Noble metals are costly and not abundantly available. These draw backs of the noble metal catalysts have inspired to search for the alternative catalysts, which will perform well over the wide range of A/F ratio and are economical and abundantly available. This paper discusses the processing of ZSM-5 to Cu-Ion- Exchanged ZSM-5, ZSM-5 supported Cu-Pt bimetallic catalyst and Cu-Rh bimetallic catalyst and placing them in a three staged converter to study the reduction efficiencies of exhaust emissions CO, NOx, and HC in a 800 cc Maruti S. I. Engine. The experiments are carried out at 1500 rpm, 17.6 A/F ratio, different catalyst bed temperatures and different engine loads 0%, 17.5%, 35%, 52.5%, and 70% of full load. The results achieved are the maximum reduction of CO 90% at 375 °C NOx 90% at 375 °C and HC 61% at 380 °C. The same engine was also run for Noble metal converter (NMC) (EURO-II) purchased from an authorized Maruti distributor and the maximum reduction achieved were CO 89% at 375° C, NOx 91% at 375° C, and HC 70% at 390° C comparable to Zeolite Catalytic Converter (ZCC).


2012 ◽  
Vol 8 ◽  
pp. 699-704 ◽  
Author(s):  
Saet Byeol Woo ◽  
Dae Young Kim

The highly enantioselective Michael addition of 2-hydroxy-1,4-naphthoquinones to nitroalkenes, promoted by binaphthyl-modified chiral bifunctional organocatalysts is described. This reaction afforded the chiral functionalized naphthoquinones in high yields (81–95%) and excellent enantioselectivities (91–98% ee) under low catalyst loading (1 mol %).


Synlett ◽  
2017 ◽  
Vol 28 (10) ◽  
pp. 1227-1231 ◽  
Author(s):  
Jingya Yang ◽  
Tianyuan Li ◽  
Hongyan Zhou ◽  
Nana Li ◽  
Dongtai Xie ◽  
...  

Indole is one of the utmost important heterocycles as it is an essential nucleus of many pharmaceutical compounds. Its aza-Michael reaction, however, is underdeveloped because of the moiety’s inherent characteristics. Here, a potassium hydroxide catalysed intermolecular aza-Michael reaction of 3-cyanoindole with aromatic enones is described. A variety of chalcone derivatives are well tolerated and afford the corresponding N-adducts in moderate to high yields. The use of a cheap catalyst, low catalyst loading, mild reaction temperature, and good substrate tolerance make this procedure a direct and facile method for the preparation of N1-functionalized indoles.


RSC Advances ◽  
2015 ◽  
Vol 5 (110) ◽  
pp. 91056-91061 ◽  
Author(s):  
Qian Zhang ◽  
Chen Zhou ◽  
Aisheng Huang

Based on polydopamine reaction platform, hollow Ag/carbon microporous spheres with high catalytic activity were prepared through a template-assisted method, which is promising to replace other noble metal catalysts in metal catalytic reactions.


Author(s):  
Yelyn Sim ◽  
Jude John ◽  
Subramani Surendran ◽  
Byeolee Moon ◽  
Uk Sim

Photoelectrochemical water splitting is a promising field for sustainable energy production using hydrogen. Development of efficient catalysts is essential for resourceful hydrogen production. The most efficient catalysts reported to date have been extremely precious rare-earth metals. One of the biggest hurdles in this research area is the difficulty of developing highly efficient catalysts comparable to the noble metal catalysts. Here, we report that non-noble metal dichalcogenide (Co3Se4) catalysts made using a facile one-pot electrodeposition method, showed highly efficient photoelectrochemical activity on a Si photocathode. To enhance light collection and enlarge its surface area even further, we implemented surface nano-structuring on the Si surface. The nano-structured Si photoelectrode has an effective area greater than that of planar silicon and a wider absorption spectrum. Consequently, this approach exhibits reduced overvoltage as well as increased photo-catalytic activity. Such results show the importance of controlling the optimized interface between the surface structure of the photoelectrode and the electrodeposited co-catalyst on it to improve catalytic activity. This should enable other electrochemical reactions in a variety of energy conversion systems.


2020 ◽  
Author(s):  
Rajagopal Ramkumar ◽  
Shradha Sapru ◽  
Panthalattu Parambil Archana

<div>An extract of <i>Aloe Vera</i> acts as a powerful reducing agent for the synthesis of ultrasmall copper nanoparticles (CuNPs) in water medium. The prepared copper nanoparticles are characterized by XRD, HRTEM and UV-Vis analysis. The diameter of the prepared nanoparticle is less than 5 nm. The catalytic activity of CuNPs has been successfully evaluated for the three-component reaction to synthesize 1,2,3-triazoles and chalcone tethered 1,2,3-triazoles with low catalyst loading and under mild reaction conditions. These triazoles are further utilized for the synthesis of dihydropyrazines.</div>


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