ACS Catalysis
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2025
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IF 13.1
Zhitong Zhou,Weixiang Guan,Xiaoli Pan,Aiqin Wang,Tao Zhang
One-pot amination coupling of vicinal diols toward the synthesis of pyrazines provides an efficient and economically viable route to access N-heterocycles from biomass, yet the current methodology relies on a fragile homogeneous catalyst system, which limits the sustainability of the chemistry. In this work, we developed a highly efficient heterogeneous catalyst 0.8Pt/13CeO2/Al2O3 which afforded diverse substituted pyrazines from readily available vicinal diols and ammonia with a yield up to 94% under mild reaction conditions and could be reused at least 6 times without obvious activity decay. Compared to the Pt/Al2O3 catalyst, the 0.8Pt/13CeO2/Al2O3 catalyst exhibited a 30-fold faster conversion rate of diols and an increased pyrazine selectivity from 48% to 79%. Characterizations revealed that doped CeO2 improved the dispersion of Pt, increased the electron density on the Pt sites, optimized the acid/basic property of the catalyst, and enhanced the adsorption strength and dehydrogenation ability of diols. All these features contributed to the increased activity and selectivity.
研究领域:
化学工程
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催化化学
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生物质利用
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DOI
高影响因子
NEW JOURNAL OF CHEMISTRY
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2023
·Vol. 47
·期 15
·7299-7304
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IF 3.3
Xiaoqian Chang,Yuepeng Wang,Yanfei Zhao,Ying Wang,Rongxiang Li,Zhengang Ke,Penglei Chen,Zhimin Liu
1,4-Dioxane and its derivatives are a class of important chemicals, which can be produced via dehydrative cyclization of vicinal diols catalyzed by acid or Lewis acid catalysts, but generally suffer from their inherent shortcomings. Herein, we report a hydrogen-bonding catalyzed approach for the synthesis of 1,4-dioxanes from vicinal diols in ionic liquids under metal-free conditions. The ILs possessing a cation hydrogen-bond donor and an anion hydrogen-bond acceptor (e.g., 1-hydroxyethyl-3-methyl imidazolium trifluoromethanesulfonate, [HO-EtMIm][OTf]) were found to be effective for the reaction. In particular, [HO-EtMIm][OTf] showed the best performance among the tested ILs, even better than H2SO4, affording a series of 1,4-dioxanes in high yields and excellent selectivity under mild conditions (e.g., 120 °C). The mechanism investigation indicates that the IL cation and anion as the hydrogen-bond donor and acceptor, respectively, can activate the C–O and O–H bonds of diols via hydrogen-bonding, which synergistically realizes the dehydrative cyclization of vicinal diols to generate 1,4-dioxanes. In addition, this IL could be reused 5 times without activity loss. This work provides a simple, green route to produce 1,4-dioxanes, which may have promising applications.
研究领域:
有机化学
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绿色化学
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DOI
高影响因子
ADVANCED SYNTHESIS & CATALYSIS
·
2018
·Vol. 360
·期 21
·4191-4196
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IF 5.123
Yan Zhang,Peiyuan Yao,Yunfeng Cui,Qiaqing Wu,Dunming Zhu
An enzymatic cascade reaction was developed for one-pot enantioselective conversion of aliphatic dialdehydes to chiral vicinal diols using pyruvate decarboxylases (PDCs) and alcohol dehydrogenases (ADHs). The PDCs showed promiscuity in catalysing the cyclization of aliphatic dialdehydes through intramolecular stereoselective carbon-carbon bond formation. Consequently, 1,2-cyclopentanediols in three different stereoisomeric forms and 1,2-cyclohexanediols in two different stereoisomeric forms could be prepared with high conversion and stereoisomeric ratio from the respective initial substrates, glutaraldehyde and adipaldehyde. These cascade reactions represent a promising approach to the biocatalytic synthesis of important chiral vicinal diols.
研究领域:
生物催化
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有机化学
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酶工程
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DOI
高影响因子
Reaction Chemistry & Engineering
·
2022
·Vol. 7
·期 5
·1150-1155
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IF 5.2
Guobao Yang,Jing Shi,Haijing Sun,Xinli Tong
A method for the photocatalytic controllable oxidative cleavage of C–C bonds is developed with molecular oxygen as the oxidant. Herein, a series of vanadium-oxide-based photocatalysts was synthesized and characterized via XPS, PL, EIS, BET, and SEM techniques. During the oxidative cleavage of vicinal diols, the main-product selectivity can be greatly regulated based on the used catalyst system. For instance, in the photocatalytic selective transformation of hydrobenzoin, a benzaldehyde yield of about 91% is obtained using VOx/ZnO as the catalyst in methanol, while a benzoic acid yield of near to 99% can be achieved using a VOx or VOx/TiO2 catalyst in dichloromethane. Moreover, the oxidative cleavage of the C–C bonds of different substrates has also been investigated; 70.2–99.0% yields of the target products were obtained using the above-mentioned vanadium-based photocatalytic reaction systems.
研究领域:
化学
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环境科学
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材料科学
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DOI
高影响因子
RSC Advances
·
2016
·Vol. 6
·期 85
·82309-82320
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IF 3.289
Yun Wang,Yuanyuan Li,Juan Han,Xu Tang,Liang Ni,Xiaowei Hu,Lei Wang
A phenylboronic acid-functionalized amphiphilic thermosensitive block copolymer was prepared by taking PEO20PPO60PEO20 as the template and a detailed study of its performance in downstream separation processes was presented. Alizarin red was used as the model compound to study the feasibility of using an affinity adsorption system and aqueous two-phase flotation system based on the phenylboronic acid-functionalized PEO20PPO60PEO20 for the separation and purification of ortho-hydroxyl compounds. The optimized conditions of the affinity adsorption experiment were: 2% phenylboronic acid-functionalized PEO20PPO60PEO20, 0.3 mg alizarin red, 40% K2HPO4 and 4 h adsorption time. The affinity adsorption rate of alizarin red reached 98% under such conditions. In addition, a flotation recovery of alizarin red of 97% was obtained under the optimal conditions of aqueous two-phase flotation: 0.3 g of collector, 12 g K2HPO4, 0.6 mg alizarin red, 15 mL min−1 nitrogen flow rate and 40 min flotation time. Both methods are capable of separating alizarin red, suggesting their broad application prospect in downstream separation engineering of vicinal-diol-containing compounds.
研究领域:
化学工程
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分离纯化技术
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高分子材料科学
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DOI
高影响因子
COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS
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2021
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IF 4.539
Qingwen Dong,Xu Li,Jinxiang Dong
A series of nonionic surfactants with double hydrophilic head groups was synthesized from ethoxylation of aliphatic 1,2-vicinal diols (C 8 , C 10 , and C 12 ) with ethylene oxide, and characterized by Fourier transform infrared spectroscopy (FT-IR) and 1 H nuclear magnetic resonance spectroscopy ( 1 HNMR). Compared with linear primary alcohols, the lower residual alcohol content of the products indicates that the ethoxylation activity of the 1,2-vicinal diols was higher. The physicochemical properties and surface properties of the vicinal diol polyoxyethylene surfactant (DC j E n ) were studied. The DC j E n surfactants reduced the pure water surface tension to ~ 30 mN m −1 with low critical micelle concentration variations of ~ 0.32–0.92 mmol L −1 . The surfactant wettability was superior to that of typical commercial surfactant fatty alcohol polyoxyethylene ether (AEO 9 ). A higher foamability and stronger foam stability that is comparable with that of widely used commodities, fatty alcohol polyoxyethylene ether sulfate (AES) and sodium dodecyl sulfate (SDS), were the remarkable properties of the DC j E n for a C 12 alkyl chain length. With regards to functional properties, these novel nonionic surfactants can be used as primary surfactants in personal-care products.
研究领域:
化学
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材料科学
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界面科学
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DOI
高影响因子
MICROCHIMICA ACTA
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2025
·Vol. 192
·期 10
·1-12
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IF 5.3
Zhao Weiman,Fan Wenxiang,Liu Longchan,Gao Yingrui,Tong Ruonan,You Liying,Li Linnan,Wang Zhengtao,Yang Li
The precise and selective determination of ginsenosides, pharmacologically diverse saponins abundant in Panax species, is crucial for their therapeutic development and stringent quality control. However, inherent challenges, including their weak ultraviolet absorption and the high polarity imparted by sugar moieties, complicate their determination. Addressing these limitations, this study introduces the first-time construction and application of a boronate affinity dendritic mesoporous silica nanomaterial (BA-DMSN) as a highly efficient adsorbent for ginsenoside pretreatment. The synthesized BA-DMSN was comprehensively characterized, confirming a unique three-dimensional open dendritic framework, high specific surface area, and exceptional inner surface accessibility. These attributes facilitate rapid analyte adsorption and release, enabling a solid-phase extraction (SPE) process completed within approximately 10 min. Critically, the strategic incorporation of boronic acid groups conferred specific selectivity towards the cis-diol structures present in ginsenosides, allowing for their highly effective enrichment from complex matrices. Integrating this novel adsorbent with charged aerosol detection (CAD), a boronate affinity chromatography strategy was successfully developed and validated for the quantitative determination of nine key ginsenosides (notoginsenosides Fa, Fc, FP2, Fe, and ginsenosides Rc, Rd, Rb1, Rb2, Rb3) in stem-leaf extracts of Panax notoginseng. Methodological investigations demonstrated that this approach offers significant advantages over existing techniques, including operational simplicity, outstanding selectivity, and enhanced sensitivity, particularly for ginsenosides lacking strong chromophores. The successful analysis of actual Panax notoginseng samples underscores the robust applicability and promising prospects of the BA-DMSN-based SPE-CAD methodology for the quality control and further research of ginsenoside-based natural products. Graphical
研究领域:
分析化学
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纳米材料
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植物化学
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药物分析
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天然产物研究
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产品关联
DOI
PubMed
高影响因子
ACS Applied Nano Materials
·
2024
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IF 5.3
Fei-Feng Mao,Yi-An Wang,Yan Zhou,Ming-Shuai Sun,Wei Hui,Duan-Jian Tao
The efficient and selective conversion of biomass-derived vicinal diols into high-value-added chemicals represents a pivotal area of research that has garnered substantial interest within the scientific community. In this work, three ultralow loading Fe supports on N-doped carbon nanosphere catalysts (Fe@NC-T) were successfully prepared using the hard template method with acid etching. The selective conversion of vicinal diols into aldehydes, ketones, and amines over the Fe@NC-800 nanosphere catalyst was achieved through an anaerobic cleavage of C–C bonds and successfully utilized autologous hydrogen resources. The exceptional catalytic activity of the Fe@NC-800 nanosphere catalyst may be credited to the presence of highly dispersed Fe species at the active sites, which has been verified through several characterization techniques, control tests, and density functional theory calculations. In addition, the Fe@NC-800 nanosphere catalyst also demonstrated its wide applicability and excellent reusability under the operating conditions. We believe that this study presents an auspicious scheme for the highly selective conversion of vicinal diols into high value-added carbonyl compounds and amine products.
研究领域:
催化
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材料科学
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化学工程
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生物化学
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产品关联
DOI
高影响因子
危险品化学品经营许可证（带存储）