768-52-5Relevant academic research and scientific papers
Efficient reductive alkylation of aniline with acetone over Pt nanoparticles encapsulated in hollow porous carbon
Harada, Takashi,Ikeda, Shigeru,Okamoto, Natsumi,Ng, Yun Hau,Higashida, Suguru,Torimoto, Tsukasa,Matsumura, Michio
, p. 948 - 949 (2008)
Reductive alkylation of aniline with acetone over various Pt catalysts was studied under atmospheric pressure of hydrogen at room temperature. It was found that our newly designed Pt catalyst, i.e., Pt nanoparticles encapsulated in hollow porous carbon, showed excellent catalytic activity in comparison with activities of other Pt catalysts. Moreover, one-pot reductive alkylation of nitrobenzene with acetone proceeded smoothly over the catalyst. Copyright
A highly efficient Co-based catalyst fabricated by coordination-assisted impregnation strategy towards tandem catalytic functionalization of nitroarenes with various alcohols
Li, Guangming,Li, Jingfang,Li, Weizuo,Li, Xuewei,Li, Zhibin,Mao, Guijie,She, Wei,Wang, Jing
, p. 462 - 474 (2021/11/11)
A well-defined hexamethylenetetramine (abbreviated as HMTA) based two-dimensional (2D) MOFs metalloligand (termed Zn-HMTA), with free uncoordinated tertiary amine groups, has been synthesized via solution diffusion method for the first time. The crystal structure of 2D Zn-HMTA metalloligand was determined by the single crystal X-ray diffraction (SCXRD). The SCXRD and X-ray photoelectron spectroscopy (XPS) analyses have revealed that the 2D Zn-HMTA metalloligand is rich in- free tertiary amine groups, which are of strong coordination ability to transition metal ions (e.g. Ni2+, Co2+, Zn2+, Cu2+). As a result, a 2D bimetallic Co@Zn-HMTA MOFs was synthesized via coordination-assisted impregnation (CAI) strategy attributed to the unique feature of strong coordinated ability of free tertiary amine groups. Furthermore, a series of self-supported Co-ZnO-CN nanocatalysts were afforded upon the as-synthesized Co@Zn-HMTA MOFs served as a self-sacrificial template for pyrolysis at different temperatures. The optimized catalyst (termed as Co-ZnO@CN-CAI) demonstrated the excellent catalytic performance for hydrogenation-alkylation tandem reaction in comparison with the classic ZnO@CN composite (derived from Zn-HMTA MOFs) supported metallic Co catalyst (Co-ZnO@CN-IWI) prepared by incipient wetness impregnation method. Moreover, the kinetic study was also performed to confirm that the alkylation is the rate-determining step in the hydrogenation-alkylation tandem reaction. The origin of enhanced catalytic performance of Co-ZnO@CN-CAI and the role of Co@Zn-HMTA MOFs precursor have been explored by way of various characterizations, e.g. HADDF-STEM-EDS, SEM-EDS, 13C MAS NMR, XRD, Raman and XPS, etc. It is anticipated that the prepared low-cost and easily prepared 2D Zn-HMTA metalloligand will become a general template for synthesis of highly self-supported catalysts with coordination-assisted impregnation strategy (CAI) for various catalytic reactions.
Iron-promoted dealkylative carbene aminocyclization of δ-arylamino-α-diazoesters
Solé, Daniel,Amenta, Arianna,Campos, Cristina,Fernández, Israel
, p. 2167 - 2176 (2021/02/26)
Herein, we report a novel methodology to accessN-aryl proline derivatives using amino-tethered α-diazoesters and cheap, readily available iron salts. Mechanistically, the aminocyclization reaction involves the initial formation of an iron-carbene complex followed by a nucleophilic attack of the aniline nitrogen atom to give an ammonium ylide intermediate, which finally undergoes the iron-promoted dealkylation.
The synthesis and structure of an amazing and stable carbonized material Cu-PC@OFM and its catalytic applications in water with mechanism explorations
Tian, An-Qi,Luo, Xiang-Hao,Ren, Zhi-Lin,Zhao, Jun,Wang, Long
supporting information, p. 9614 - 9620 (2021/06/12)
An amazing and stable carbonized octahedral frame material Cu-PC@OFM was synthesized and characterized through HRTEM, SEM, XRD, XPS, and Raman spectroscopy and nitrogen adsorption/desorption analysis. In particular, the carbon matrix carrier loaded with nano-copper not only maintains the original structure, but also the nano copper particles generatedin situsignificantly improve the catalytic performance and stability. It was disclosed that the copper-based catalyst material Cu-PC@OFM showed high catalytic activity in the borrowing hydrogen reaction and the synthesis of 1-benzyl-2-aryl-1H-benzo[d]imidazole derivatives with high yields in water. This copper catalytic system provided a much greener and efficient catalyst for the synthesis of functionalized amines and 1-benzyl-2-aryl-1H-benzo[d]imidazoles with good recovery performance in water, which was the first example for the Cu-PC@OFM material-catalyzed synthesis of 1-benzyl-2-aryl-1H-benzo[d]imidazoles. In addition, a plausible reaction mechanism was proposed through some condition control experiments, deuterium labeling experiments and separation of intermediates experiments.
Nickel?Copper bimetallic mesoporous nanoparticles: As an efficient heterogeneous catalyst for N-alkylation of amines with alcohols
Nasresfahani, Zahra,Kassaee, Mohamad Z.
, (2020/10/30)
A bimetallic catalyst (Ni/Cu-MCM-41) is prepared via co-condensation method. The latter is characterized by Fourier transform infrared (FT-IR), X-ray powder diffraction (XRD), scanning electron microscopy (SEM), energy dispersive X-ray spectroscopy (EDX), diffuse reflectance spectroscopy (DRS), and nitrogen adsorption–desorption analysis. Catalytic performance of Ni/Cu-MCM-41 is probed in N-alkylation of amines with alcohols through a hydrogen autotransfer process. Noteworthy, this catalytic system appears very efficient for synthesis of a range of secondary and tertiary amines in good to excellent isolated yields. Moreover, the catalyst is successfully recovered and reused four times without notable decrease in its activity.
Visible light-induced oxidative: N -dealkylation of alkylamines by a luminescent osmium(vi) nitrido complex
Cheng, Shun-Cheung,Jin, Xin-Xin,Ko, Chi-Chiu,Lau, Kai-Chung,Lau, Tai-Chu,Luo, Li-Juan,Man, Wai-Lun,Pan, Yi,Peng, Min,Xiang, Jing,Yiu, Shek-Man
, p. 14494 - 14498 (2021/11/17)
N-Dealkylation of amines by metal oxo intermediates (MO) is related to drug detoxification and DNA repair in biological systems. In this study, we report the first example of N-dealkylation of various alkylamines by a luminescent osmium(vi) nitrido complex induced by visible light. This journal is
A Highly Dispersed Copper Nanoparticles Catalyst with a Large Number of Weak Acid Centers for Efficiently Synthesizing the High Value-Added 3-Methylindole by Aniline and Biomass-Derived Glycerin
Sun, Pinghui,Lin, Shuyi,Guo, Huimei,Su, Jianhui,Shi, Lei
, p. 463 - 477 (2020/07/16)
Abstract: An excellent catalyst with a large number of weak acid centers and highly dispersed copper nanoparticles embedded in mesoporous SBA-15 carrier was successfully constructed for the purpose of efficient conversion of aniline with biomass-derived glycerin to the high value-added 3-methylindole, in which the catalyst of Cu/SBA-15 was modified with Al2O3, La2O3 and CoO in sequence. The modified carrier and the copper-based catalysts were studied by scanning electron microscopy and energy-dispersive X-ray (SEM–EDX) spectroscopy, nitrogen physical adsorption, ammonia temperature programmed desorption (NH3-TPD), hydrogen temperature programmed reduction (H2-TPR), powder X-ray diffraction (XRD), transmission electron microscopy (TEM), thermogravimetric and differential thermal analysis (TG–DTA) and inductively coupled plasma (ICP) emission spectroscopy. The research found that the Cu/CoO/La2O3/Al2O3/SBA-15 catalyst exhibited a very good catalytic performance with 3-methylindole yield up to 73.3% and selectivity reaching 86.4%. Besides, only a 3.9% yield decreased after the catalyst was circulated seven times. The characterizations revealed that Al2O3 could enhance the polarity of the carrier, thereby the interaction between the active component and the composite carrier was strengthened and the dispersion of copper was increased significantly. Adding La2O3 to Cu/SBA-15-Al2O3 could weaken the acidity and inhibit the formation of carbon deposits. CoO promoter could increase the number of weak acid centers, which was conducive to a good dispersion of active component and the high selectivity of 3-methylindole. Furthermore, the reaction pathway of gas-phase synthesis of 3-methylindole from glycerin and aniline on Cu/CoO/La2O3/Al2O3/SBA-15 was explored. Graphic Abstract: [Figure not available: see fulltext.]
Reductive amination of ketones/aldehydes with amines using BH3N(C2H5)3as a reductant
Zou, Qizhuang,Liu, Fei,Zhao, Tianxiang,Hu, Xingbang
supporting information, p. 8588 - 8591 (2021/09/04)
Herein, we report the first example of efficient reductive amination of ketones/aldehydes with amines using BH3N(C2H5)3 as a catalyst and a reductant under mild conditions, affording various tertiary and secondary amines in excellent yields. A mechanistic study indicates that BH3N(C2H5)3 plays a dual function role of promoting imine and iminium formation and serving as a reductant in reductive amination. This journal is
CO2-tuned highly selective reduction of formamides to the corresponding methylamines
Chao, Jianbin,Guo, Zhiqiang,Pang, Tengfei,Wei, Xuehong,Xi, Chanjuan,Yan, Leilei
supporting information, p. 7534 - 7538 (2021/10/12)
We herein describe an efficient, CO2-tuned and highly selective C-O bond cleavage of N-methylated formanilides. With easy-to-handle and commercially available NaBH4 as the reductant, a variety of formanilides could be turned into the desired tertiary amines in moderate to excellent yields. The role of CO2 has been investigated in detail, and the mechanism is proposed on the basis of experiments.
Highly Efficient and Selective N-Alkylation of Amines with Alcohols Catalyzed by in Situ Rehydrated Titanium Hydroxide
Khodakov, Andrei Y.,Kusema, Bright T.,Niu, Feng,Ordomsky, Vitaly V.,Wang, Qiyan,Yan, Zhen
, p. 3404 - 3414 (2020/03/23)
Catalytic N-alkylation of amines by alcohols to produce desired amines is an important catalytic reaction in industry. Various noble-metal-based homogeneous and heterogeneous catalysts have been reported for this process. The development of cheap non-noble-metal heterogeneous catalysts for the N-alkylation reaction would be highly desirable. Hereby, we propose the N-alkylation of amines by alcohols over a cheap and efficient heterogeneous catalyst-titanium hydroxide. This catalyst provides a selectivity higher than 90% to secondary amines for functionalized aromatic and aliphatic alcohols and amines with high catalytic activity and stability. Mild Br?nsted acidity formed by the continuous rehydration of Lewis acidity excludes the side reactions and deactivation by adsorbed species. The mechanism of the reaction involves dehydration of alcohols to ethers with subsequent C-O bond cleavage by amine with the formation of secondary amine and recovery of alcohol.
