2739-16-4Relevant articles and documents
N-methylation of quinolines with CO2 and H2 catalyzed by Ru-triphos complexes
He, Zhenhong,Liu, Huizhen,Qian, Qingli,Lu, Lu,Guo, Weiwei,Zhang, Lujun,Han, Buxing
, p. 927 - 933 (2017)
N-methyl-tetrahydroquinolines (MTHQs) are a kind of very useful chemicals, which can be obtained from N-methylation of amines. However, the methylation of quinolines which is a kind of highly unsaturated nitrogen-containing heterocyclic aromatic compounds has not been reported. In this work, we report the first work for the synthesis of MTHQs by methylation of quinolines using CO2 and H2. It was found that Ru(acac)3-triphos [triphos: 1,1,1-tris(diphenylphosphinomethyl)ethanl] complex was very active and selective for the N-methylation reaction of quinolines, and the yield of the desired product could reach 99%.
Quasi-continuous synthesis of cobalt single atom catalysts for transfer hydrogenation of quinoline
Cheng, Yujie,Gan, Tao,He, Qian,He, Xiaohui,Huang, Liyun,Ji, Hongbing,Sun, Qingdi,Zhang, Hao
, (2021/12/02)
Improving the transfer hydrogenation of N-heteroarenes is of key importance for various industrial processes and remains a challenge so far. We reported here a microcapsule-pyrolysis strategy to quasi-continuous synthesis S, N co-doped carbon supported Co single atom catalysts (Co/SNC), which was used for transfer hydrogenation of quinoline with formic acid as the hydrogen donor. Given the unique geometric and electronic properties of the Co single atoms, the excellent catalytic activity, selectivity and stability were observed. Benefiting from the quasi-continuous synthesis method, the as-obtained catalysts provide a reference for the large-scale preparation of single atom catalysts without amplification effect. Highly catalytic performances and quasi-continuous preparation process, demonstrating a new and promising approach to rational design of atomically dispersed catalysts with maximum atomic efficiency in industrial.
Biomass-derived N-doped porous carbon: An efficient metal-free catalyst for methylation of amines with CO2
Tang, Feiying,Wang, Liqiang,Liu, You-Nian
supporting information, p. 6252 - 6257 (2019/12/03)
Developing green, efficient, and low-cost catalysts for methylation of N-H by using CO2 as the C1 resource is highly desired yet remains a significant challenge. Herein, N-doped porous carbons (NPCs) were designed, synthesized, and proved to be an excellent metal-free catalyst for CO2-participated methylation conversion. NPCs were prepared via the pyrolysis of a mixture of tannic acid and urea. Both theoretical calculation and experiment demonstrate that the N species especially pyridinic N and pyrrolic N within NPCs can work as Lewis basic sites for attacking CO2 to weaken the CO bonds and lower the molecule conversion barrier, facilitating the subsequent methylation of N-H to produce, for example, N,N-dimethylaniline. Besides, the unique porous structure can enrich CO2 and accelerate mass transfer, synergistically promoting the conversion of CO2. The optimized NPC(1/5) catalyst, integrating the porous structure and strong Lewis basicity, exhibits excellent catalytic activity for CO2-based methylation reaction under mild conditions (1 bar CO2, 75 °C). Our work, for the first time, demonstrates the feasibility of using NPCs to catalyze the methylation of amino compounds to produce N,N-dimethylamine by exploiting CO2 as the C1 resource.
