CATALYSIS COMMUNICATIONS
·
2014
·
IF 3.32
Qian Han,Xingquan Xiong,Sizhong Li
An efficient, green and scale-up synthesis of amides from esters and amines has been developed using Ru-MACHO as a readily available catalyst. A diverse range of amides were obtained in moderate to excellent yields (55–98%). Furthermore, when the scale of the amidation reaction was increased to 240.0 mmol, the desired amide still could be obtained in high yield (48.2 g of N -benzylbenzamide, 95%).
研究领域:
有机化学
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催化化学
✓ 已验证
DOI
高影响因子
Reaction Kinetics Mechanisms and Catalysis
·
2013
·Vol. 109
·期 2
·551-562
·
IF 1.104
Cui Wenjing,Zhu Huaiyong,Jia Meilin,Ao Wulan,Zhang Yulin,Zhaorigetu Bao
Imines were synthesized from benzyl alcohol and amines by using catalysts of gold nanoparticles supported on ZrO 2 (Au/ZrO 2 ). The effects of reaction time, temperature, gold loadings and base were investigated. High yields were achieved under moderate conditions (60 °C) in the presence of KOCH 3 . For instance, the yield of N -benzylidenebenzylamine produced from benzyl alcohol and benzylamine on 3 wt% Au/ZrO 2 is 87 %. The synthesis of imine involves two reaction steps: selective oxidation of benzyl alcohol to benzaldehyde and the coupling reaction of amines with benzaldehyde. In the first step, the base promotes the selective oxidation. The reactions of benzyl alcohol with three different amines, aniline, n -butylamine and benzylamine, were conducted to produce corresponding imines. The results show that the amine with stronger nucleophilicity has better ability to react with benzaldehyde in the second step, resulting in higher yield of the corresponding imine. We proposed a tentative mechanism for the synthesis process.
研究领域:
催化化学
·
有机合成
✓ 已验证
产品关联
DOI
高影响因子
APPLIED CATALYSIS A-GENERAL
·
2013
·
IF 3.41
Jing Chen,Shijun Huang,Jin Lin,Weiping Su
Using a supported palladium catalytic system, the reaction of nitroarenes with benzyl alcohols occurred smoothly via hydrogen transfer to produce imines in an atom-economical manner. The palladium species were dispersed well on hydrotalcite (HT) support and palladium nanoparticles with size of about 3.5 nm were formed during reaction. Both of the small size of palladium nanoparticles and the rich hydroxyl groups on HT surface enhanced the catalytic performance of Pd/HT. The catalytic system is recyclable and amenable to a variety of aromatic alcohols and nitro compounds.
研究领域:
化学
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催化科学
✓ 已验证
产品关联
DOI
高影响因子
CHEMICAL ENGINEERING SCIENCE
·
2022
·
IF 4.889
Lanqing Deng,Lang Chen,Liangdi Zhu,Yang Li,Jie Ou-Yang,Shaofeng Wu,Peng Chen,Sheng Shen,Junkang Guo,Yongbo Zhou,Chak-Tong Au,Shuang-Feng Yin
Being extensively applied in various fields of chemistry and chemical industry, the development of a green and versatile method for the synthesis of amides is in line with the demand of sustainable chemistry. Herein, a direct, highly selective, and scale-up (5–20 mmol) method for photocatalytic synthesis of amides through aerobic oxidative amination of alcohols with amines was developed under visible light, room temperature, using air as the oxidant. Benefiting from the adsorption of sodium hemiaminal on catalyst lengthens the C H bond (1.148 Å), this novel process is feasible for a broad range of functionlized amides (69 examples), especially those for drug manufacture (e.g., moclobemide and pipobroman). Imines was almost prevented with excellent amide selectivity up to 99 % could be ascribed to the low energy barrier for hemiaminal dehydrogenation while that for dehydration is high (2.13 eV). This green and efficient protocol represents an ideal alternative to the currently known methods.
研究领域:
有机化学
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催化化学
·
环境化学
✓ 已验证
产品关联
DOI
高影响因子
RESEARCH ON CHEMICAL INTERMEDIATES
·
2017
·Vol. 44
·期 4
·2289-2303
·
IF 1.369
Li Jianhui,He Shaopo,Fu Haiqing,Chen Xin,Tang Min,Zhang Dela,Wang Bo
Presented here is an efficient one-pot and catalyst-free procedure for the synthesis of amides starting from carboxylic acids and amine/ammonium salts using 2,2-dichloro-1,3-diisopropylimidazolidine-4,5-dione as the coupling agent. Reactions can proceed smoothly even with those bearing thermosensitive group(s) at ambient temperature, and the corresponding products of primary, secondary and tertiary amides can be afforded in moderate to excellent yields of up to 96%.
研究领域:
有机化学
·
合成化学
✓ 已验证
DOI
高影响因子
CHINESE JOURNAL OF CHEMICAL ENGINEERING
·
2019
·
IF 1.911
Fushan Chen,Songlin Zhao,Tao Yang,Taotao Jiang,Jun Ni,Houfeng Xiong,Qunfeng Zhang,Xiaonian Li
A novel template-free oxalate route was applied to synthesize different mesoporous manganese oxides (amorphous manganese oxide (AMO), Mn 5 O 8 , Mn 3 O 4 , MnO 2 ) in the narrow temperature range from 350 °C to 400 °C by controlling the calcination conditions, which were employed as the efficient catalysts for the oxidative coupling of imines from alcohols and amines. The chemical and structural properties of the manganese oxides were characterized by the methods of thermal analysis and heat flow (TG-DSC), X-ray diffraction (XRD), nitrogen sorption , scanning electron microscope (SEM), transmission electron microscopy (TEM), X-ray photoelectron spectroscopy (XPS), H 2 temperature-programmed reduction (H 2 -TPR), and inductively coupled plasma optical emission spectrometry (ICP-OES) techniques. The structures of different manganese oxides were confirmed by characterization. The M-350 (AMO) presented the maximum surface area, amorphous nature, the lowest reduction temperature, the higher (Mn 3+ + Mn 4+ )/Mn 2+ ratio, and the higher adsorbed oxygen species compared to other samples. Among the catalysts, M-350 showed the best catalytic performance using air as an oxidant, and the conversion of benzyl alcohol (BA) and the selectivity of N -benzylideneaniline (NBA) reached as high as 100% and 97.1% respectively at the lower reaction temperature (80 °C) for 1 h. M-350 had also the highest TOF value (0.0100 mmol·mg −1 ·h −1 ) compared to the other manganese oxide catalysts. The catalyst was reusable and gave 95.8% conversion after 5 reuse tests, the XRD pattern of the reactivated M-350 did not show any obvious change. Lattice oxygen mobility and (Mn 3+ + Mn 4+ )/Mn 2+ ratio were found to play the important roles in the catalytic activity of aerobic reactions.
研究领域:
材料科学
·
催化化学
✓ 已验证
产品关联
DOI
高影响因子
CHEMICAL ENGINEERING SCIENCE
·
2023
·
IF 4.7
Qiqi Lu,Xiu-Zhi Wei,Haiyong Wang,Qi zhang,Xinghua Zhang,Lungang Chen,Jianguo Liu,Longlong Ma
The selective hydrogenation of nitrile represents an atom-economical and reliable method to synthesize primary amine, a privileged compound in chemistry, biology, and medicine. However, this approach often displays severe selectivity issues, and additives or reducing agents are generally required to solve this problem. In this work, we aim to synthesize primary amine on a green catalytic system and probe into the catalytic mechanism of Pd-Ni interaction using benzonitrile (BN) as a model compound. The nitrile hydrogenation reaction was catalyzed by bimetallic Pd-Ni oxide nanospecies confined in Silicalite‑1 (S-1) zeolite using H 2 as hydrogen donor without any additive which was environmentally friendly and economic. A 92% yield of benzylamine (BA) was achieved on the [email protected] catalyst with a turnover number (TON) of 1667, and such BA yield was still maintained in upscaling experiment. Detailed characterizations shed light on the mechanism of the extraordinary performance of Pd-Ni oxide nanospecies on base-free nitrile hydrogenation.
研究领域:
化学
·
材料科学
✓ 已验证
产品关联
DOI
高影响因子
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH
·
2017
·
IF 2.843
Liang Jiang,Peng Zhou,Zehui Zhang,Shiwei Jin,Quan Chi
Developing new heterogeneous non-noble metal catalysts to replace noble-metal catalysts in organic transformations is of high importance in modern synthetic chemistry. Herein, nitrogen-doped carbon embedded Co catalysts (abbreviated as Co@CN-T-AT, in which T represents the pyrolysis temperature, AT represents the acid-leaching process) were prepared through the simple pyrolysis of graphene oxide-supported cobalt-based zeolitic imidazolate-frameworks, followed by the acid-leaching process. The Co@CN-600-AT catalyst demonstrated the highest catalytic activity among the synthesized Co catalyst toward the reductive amination of carbonyl compounds with nitro compounds by transfer hydrogenation with formic acid as the hydrogen donor, which integrated three consecutive steps into a one-pot reaction. By applying this catalyst, structurally diverse secondary amines were produced in good to excellent yields without the reduction of other functional groups. The transfer hydrogenation of the imines (C═N bonds) was the rate-determining step. Furthermore, the catalyst was highly stable and could be reused without decrease of the catalytic activity.
研究领域:
有机化学
·
催化化学
✓ 已验证
DOI
高影响因子
ChemSusChem
·
2015
·Vol. 8
·期 12
·2066-2072
·
IF 7.657
Yehong Wang,Jian Zhang,Jing Liu,Chaofeng Zhang,Zhixin Zhang,Jie Xu,Shutao Xu,Fangjun Wang,Feng Wang
Graphical CO 2 -mediated reactions: CO 2 -mediated metathesis reactions between amines and DMF to synthesize formamides are described. The N -formylation of amines to formamides is achieved by activating amines, not DMF, via a C N and N H bond metathesis reaction. Using this method, primary, secondary, aromatic, and heterocyclic amines as well as diamines can be obtained with good to excellent formamide yields. Herein, we report CO 2 -mediated metathesis reactions between amines and DMF to synthesize formamides. More than 20 amines, including primary, secondary, aromatic, and heterocyclic amines, diamines, and amino acids, are converted to the corresponding formamides with good-to-excellent conversions and selectivities under mild conditions. This strategy employs CO 2 as a mediator to activate the amine under metal-free conditions. The experimental data and in situ NMR and attenuated total reflectance IR spectroscopy measurements support the formation of the N -carbamic acid as an intermediate through the weak acid–base interaction between CO 2 and the amine. The metathesis reaction is driven by the formation of a stable carbamate, and a reaction mechanism is proposed.
研究领域:
有机化学
·
绿色化学
✓ 已验证
DOI
PubMed
高影响因子
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
·
2025
·Vol. 26
·期 10
·4795
·
IF 4.9
Tingxiao Guo,Lifang Zeng,Jiaxu Liu,Xiaoyan Zhang,Yunpeng Bai
Enzyme catalysis represents a promising approach for sustainable chemical synthesis, yet its industrial applications face limitations due to the inefficient regeneration and high cost of essential cofactors, such as adenosine-5′-triphosphate (ATP) and nicotinamide adenine dinucleotide phosphate (NADPH). While natural metabolic systems efficiently recycle cofactors through spatially organized enzymes, replicating this efficiency in vitro remains challenging. Here, we prepare a five-enzyme condensate system using liquid–liquid phase separation (LLPS) mediated by intrinsically disordered proteins (IDPs). By colocalizing a carboxylic acid reductase from Norcadia iowensis ( Ni CAR) with a reductive aminase from Aspergillus oryzae ( Asp RedAm) and three cofactor-regenerating enzymes, we generated a phase-separated catalytic condensate that enhanced ATP and NADPH recycling efficiency by 4.7-fold and 1.9-fold relative to free enzymes, respectively. Catalytic performance was correlated with the extent of phase separation, as confirmed by fluorescence microscopy, which revealed clear enrichment of ATP and NADPH within the condensates. This proximity effect enabled efficient cofactor turnover in the one-step reaction, achieving substrate conversion above 90% within 6 h and enhancing the space–time yield (STY) of the chiral imines 1.6-fold, with only one-fifth of the standard cofactor load. This approach creates a scalable and economic tool for performing multienzyme cascade reactions in vitro that are driven by the efficient recycling of multiple cofactors.
研究领域:
生物化学
·
合成生物学
✓ 已验证
DOI
PubMed
高影响因子
RSC Advances
·
2014
·Vol. 4
·期 43
·22669-22677
·
IF 3.708
Zhongkui Zhao,Hongling Yang,Yu Li
This work presents a facile approach for clean and chemoselective synthesis of various functionalized arylamines from their corresponding substituted nitroarenes through the unexpected synergistic effect of a Lewis acid and the Ni–W2C/AC catalyst, affording almost 100% arylamine yield. The results challenge the long-held axiom that the combination of Lewis acid and hydrogenation catalyst mainly enhances the transformation of nitrobenzene (NB) to p-aminophenol via Bamberger rearrangement of the formed intermediate phenylhydroxylamine (PHA) under catalytic hydrogenation conditions. X-ray diffraction (XRD) and FT-IR spectroscopy were employed to reveal the relationship between catalyst nature and catalytic performance, and a plausible reaction mechanism is also proposed. Reaction results demonstrate that the FeCl3–Ni–W2C/AC catalytic system shows comparable catalytic performance towards precious metals for chemoselective reduction of various aromatic nitro compounds, affording 100% yield for all substrates involved in this work (99.5% of isolated yield for model substrate). Moreover, it can be found that the catalyst could be easily recovered by filtration and recycled without visible loss of its catalytic activity. Therefore, the developed FeCl3–Ni–W2C/AC catalytic system in this work can be considered as a practical candidate for clean and highly-efficient synthesis of diverse functionalized arylamines. We believe this approach can be extended to the other hydrogenation reactions.
研究领域:
化学
·
催化科学
✓ 已验证
产品关联
DOI
高影响因子
ANALYTICAL BIOCHEMISTRY
·
2022
·
IF 3.191
Guozeng Wang,Zhihao Jiang,Qing Xiao,Chang Jiang,Xian'ai Shi
Omega-transaminases (ω-TAs) have attracted considerable interest for their use in asymmetric synthesis of chiral amines with a high degree of optical purity and yield. The rapid evaluation of the characteristics of newly identified or engineered ω-TAs is important for industrial applications. In this study, a visible spectrophotometric assay was developed for rapid quantitative determination of ω-TA activities based on the transamination of 2-(4-nitrophenyl)ethan-1-amine to generate a red product ( E )- N -(4-nitrophenethyl)-2-(4-nitrophenyl)ethen-1-amine. After various co-solvents were evaluated, dimethyl sulfoxide (DMSO) was considered optimal because the red product exhibits good solubility and retains its original color. The red product dissolved in DMSO has its highest absorbance at 465 nm, and its concentration has a good linear relationship with the absorbance. A spectrophotometric assay was established and validated using conventional HPLC analysis (<10% divergence). This method was then used to characterize an ω-TA from thermophilic Geobacillus thermoleovorans and an ω-TA obtained from the metagenome of a soda lake. The results demonstrated that ω-transaminase enzymatic properties could be characterized simply, rapidly, and at low cost, using this newly established visible spectrophotometric assay method.
研究领域:
生物化学
·
工业酶学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
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