APPLIED ORGANOMETALLIC CHEMISTRY
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2022
·Vol. 37
·期 1
·e6951
·
IF 4.072
Wenna Xie,Shiwen Liu
We developed a highly regioselective synthesis of multi-substituted alkenylboronates via a heterogeneous ligand-free nano-copper catalyst that was highly dispersed and supported on the porous polyvinyl chloride. In this catalytic system, substituents on the terminal alkynes could affect the configuration of products. Terminal alkynes and general internal alkynes gave β-selective borylation products, whereas heteroatom-substituted alkynes like alkynamides, thioacetylenes, and ynol ethers gave α-selective borylation products in good chemical yields with exclusive regioselectivity.
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
SYNTHESIS-STUTTGART
·
2015
·Vol. 48
·期 02
·231-237
·
IF 2.689
Yongbo Zhou,Zhongwen Li,Xiao Yang,Xiulin Chen,Mei Li,Tieqiao Chen,Shuang-Feng Yin
A simple and environmentally benign method was developed for the synthesis of chalcones in high to excellent yields by a phosphorous acid promoted alkyne–aldehyde hydration–condensation in an oil/water two-phase system. The method is the first efficient protocol for the preparation of chalcones that is mediated by a simple Brønsted acid in a two-phase system.
研究领域:
有机化学
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绿色化学
✓ 已验证
DOI
高影响因子
Materials Today Communications
·
2025
·
IF 4.5
Yujie Wang,Jiaying Liu,Yongbo Cui,Meng Liu,Wenxia Chen,Wei Wei,Haifeng Lu,Dongyun Han
The semi-hydrogenation of alkynes with high chemo and regioselectivity represents a significant yet challenging aspect in the synthesis of functionalized alkenes. A straightforward hydrothermal technique was utilized to synthesize amorphous cobalt sulfide polyhedra (CoS x ). This material facilitates the electrocatalytic semi-hydrogenation of terminal alkynes in water, particularly those possessing reducible groups such as C-I, C-Br, C-Cl, and C-O. The process yields impressive results, with a conversion rate of up to 99 % and a selectivity of as high as 95 %. Moreover, it demonstrates a wide substrate scope and excellent compatibility with a variety of functional groups. The high conversion rate of alkynes, coupled with the high selectivity for alkenes, and the catalyst's excellent versatility, collectively underscore the potential of our method.
研究领域:
化学
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材料科学
·
催化反应
✓ 已验证
产品关联
DOI
高影响因子
CHEMICAL COMMUNICATIONS
·
2011
·Vol. 48
·期 14
·2024-2026
·
IF 5.787
Jian Gao,Qing-Wen Song,Liang-Nian He,Zhen-Zhen Yang,Xiao-Yong Dou
An iron(III)-catalyzed three-component coupling reaction of alkynes, CH2Cl2 and amines was developed for facile synthesis of propargylamines. Preliminary mechanism investigation using in situFT-IR reveals that the crucial Fe-acetylide intermediate could be formed through C–H bond activation of alkynes thanks to cooperative effect of FeCl3 and 1,1,3,3-tetramethylguanidine.
研究领域:
有机化学
·
催化化学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
JOURNAL OF MOLECULAR STRUCTURE
·
2017
·
IF 1.753
Wenlu Pan,Yuming Zhou,Man He,Xiaohai Bu,Binbin Ding,Tingyuan Huang,Shuang Huang,Shiwei Li
Novel chiral N -propargylamide based on stigmasterol (M1, HC CCH 2 NHCOCH 2 CH 2 COO-R, R = stigmasteryl) and achiral N -propargylamide based on pivalic acid (M2) were prepared and (co)polymerized with rhodium zwitterions catalyst in CHCl 3 to afford helical polyacetylenes with moderate molecular weights (8997–26777) in good yields. The polymers were characterized by Fourier transform infrared spectroscopy (FT-IR), 1 H nuclear magnetic resonance ( 1 H NMR), gel permeation chromatography (GPC). Ultraviolet–visible spectroscopy (UV–Vis) and circular dichroism (CD) absorption spectra demonstrated that the as-prepared polymers could form helical structures with a preferential helicity. The formation of hydrogen bonds of poly(M1) in CHCl 3 was investigated according to the solution sate IR spectroscopic data . The single-handed helical conformation and polymerization degree of the new-typed poly( N -propargylamide)s could be controlled by the changing the feed ratio of chiral and achiral monomers . Furthermore, the infrared emissivity values (0.536–0.798) of copolymers were investigated at 8–14 μ m by the Infrared Emissometer.
研究领域:
高分子化学
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材料科学
✓ 已验证
产品关联
DOI
高影响因子
Chemistry-An Asian Journal
·
2021
·Vol. 16
·期 15
·2113-2117
·
IF 4.568
Da Yang,Guang-Zhao Zhou,Long-Li Zhang,Huan Liu
Graphical The hydroamidocarbonylation of alkynes with amides was accomplished over a bifunctional ligand based Pd catalyst. The hydroamidocarbonylation of alkynes with amides allows for the synthesis of α,β-unsaturated imides with the advantage of 100% atomic economy. Herein, the bifunctional ligand ( L1 ) containing a sulfonic acid group (-SO 3 H) and phosphino-fragment enable the Pd catalyst to accomplish the hydroamidocarbonylation of alkynes with amides. It was found that, due to an intramolecular synergetic effect, the L1 -based Pd-catalyst exhibited much higher activity than the individual mechanical mixtures of Xantphos-based Pd-complex and MeSO 3 H. The formation and stability of Pd-H species were promoted by the presence of L1 , which was verified by in situ high-pressure FT-IR analysis. Under the optimized conditions, the target products of the branched imides were obtained with yields in the range of 46–87% over the L1 -based Pd-catalyst. Advantageously, as an ionic ligand, the L1 -based Pd-catalyst could be recycled for 4 runs in the ionic liquid of [Bmim]NTf 2 without any obvious activity loss and detectable metal leaching.
研究领域:
有机化学
·
催化化学
✓ 已验证
DOI
PubMed
高影响因子
ChemistrySelect
·
2024
·Vol. 9
·期 18
·e202304772
·
IF 1.9
Chenghao Tang,Chaoyang Song
Graphical Copper encapsulated N-rich carbon material derived from porous organic polymer was found to be highly active heterogeneous catalyst for solvent-free coupling of acyl chlorides with alkynes. Copper promoted Sonogashira coupling has recently emerged as an attractive route for synthesizing α, β-Acetylenic ketones (ynones). In this study, a porous organic polymer based on [2,6-Bis(1,2,3-triazol-4-yl)pyridine] (BTP) was prepared through oxidative coupling. By incorporating copper salt and subsequent pyrolysis, copper encapsulated N-doped carbon materials were obtained. The resulting copper/carbon materials exhibited excellent catalytic performance for the coupling of acyl chlorides and alkynes due to their large surface area, abundant mesopores, and uniformly distributed metal nanoparticles. The reaction proceeded efficiently, yielding ynones with good to excellent yields at room temperature within a short reaction time (4 h) using only 0.4 mol % catalyst. Compared to previously reported copper nanocatalysts, the N-doped carbon materials supported copper catalyst demonstrated higher catalytic activity and operated at lower reaction temperatures. Additionally, the catalyst displayed reliable recyclability without any significant loss in catalytic activity.
研究领域:
化学
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材料科学
✓ 已验证
产品关联
DOI
高影响因子
CHINESE JOURNAL OF POLYMER SCIENCE
·
2015
·Vol. 33
·期 10
·1431-1441
·
IF 1.835
Zhao Wen,Lin Bao-ping,Zhang Xue-qin,Sun Ying,Yang Hong
We describe in this work an alkyne-hydrosilylation approach to synthesize a series of novel polysiloxane side-chain LCPs attaching end-on or side-on mesogenic side groups. Their properties are characterized by NMR, FTIR, gel permeation chromatography, thermogravimetric analysis, differential scanning calorimetry, polarized optical microscopy and small-angle X-ray scattering. These obtained alkenylsilane linked novel LCPs exhibit higher glass transition temperatures and clearing points, and especially display the tendency of forming smectic phases, in strong contrast with the nematic phases of their comparative conventional alkylsilane linked analogues, which manifests more rigid features of the alkenylsilane linkages and their significant influence on the mesomorphic properties.
研究领域:
高分子化学
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材料科学
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液晶材料
·
有机合成
✓ 已验证
DOI
高影响因子
Polymer Chemistry
·
2018
·Vol. 9
·期 13
·1674-1683
·
IF 4.927
Liguo Xu,Fan Zhou,Min Liao,Rongrong Hu,Ben Zhong Tang
The development of a new polymerization methodology affords polymer materials with new structures and functionalities. Multicomponent polymerizations (MCPs) as a facile tool for preparing multifunctional polymers with complicated structures have attracted increasing attention from polymer scientists, owing to their high efficiency, high atom economy, simple procedure, structural diversity, and environmental benefit. In this work, a series of efficient one-pot multicomponent polymerizations of diynes, disulfonyl azides, and N-protected isatins are developed to afford oxindole-containing poly(N-acylsulfonamide)s with advanced properties. After optimization of the polymerization conditions, the MCP can proceed smoothly at room temperature or 30 °C in dichloromethane/t-BuOH with CuI as the catalyst and LiOH as the base, generating poly(N-acylsulfonamide)s with high molecular weights of up to 30 600 g mol−1 in excellent yields of up to 98%. This MCP enjoys general applicability of a series of electron-rich or electron-deficient alkynes and alkyl group or aromatic group-substituted isatins, generating six poly(N-acylsulfonamide)s from different combination of monomers, and nitrogen gas as the only byproduct, demonstrating high atom economy and environmental benefit. The obtained poly(N-acylsulfonamide)s can be dissolved in alcohol or alcohol/water mixtures, but cannot be dissolved in THF or dichloromethane, which show opposite solubility after the polymers are acidified with HCl, indicating reversibly tunable hydrophilicity of the polymers. Furthermore, water can participate in the MCP as the fourth component when the MCP is conducted in DMF with CuI as the catalyst and Na2CO3 as the base, generating random copolymers consisting of 3-alkenyloxindole moieties and two chiral center-containing 3-hydroxyindole moieties in the backbone. Some of the oxindole-containing poly(N-acylsulfonamide)s exhibit yellow to red emission in their solid state. These MCPs provide an efficient approach for the synthesis of functional polymers with unique structures, which directly build the oxindole and N-acylsulfonamide moieties in situ, demonstrating high synthetic efficiency.
研究领域:
材料科学
·
高分子化学
✓ 已验证
DOI
高影响因子
JOURNAL OF CATALYSIS
·
2019
·
IF 7.723
Xiaozhen Shi,Xin Wen,Shilin Nie,Jie Dong,Jingde Li,Yongqing Shi,Huiling Zhang,Guoyi Bai
Nickel is a highly active catalyst for the semi-hydrogenation of alkynes. However, the low selectivity of the alkene product caused by the over-hydrogenation reaction on Ni has hindered its practical applications. In this work, we report a new nickel nitride (Ni 3 N)-catalyzed semi-hydrogenation of alkynes to the corresponding alkenes. The Ni 3 N nanorods were facilely fabricated via a direct pyrolysis of the solid mixture of nickel acetate tetrahydrate and melamine (Mlm). The Ni 3 N phase in the optimum catalyst (Ni 3 N/NC-6/5-550) is shown to be effective and stable in the semi-hydrogenation of alkynes, with a high yield and good selectivity for alkenes ( Z / E ratios up to >99/1). Both terminal and internal alkynes bearing a broad scope of functional groups are readily converted into alkenes with good chemo- and stereoselectivity. Notably, it was found that the over-hydrogenation can be markedly suppressed even at high conversion of alkyne. Density functional theory (DFT) calculations reveal that the low interaction between the alkene product and the Ni 3 N might plays a critical role in the selectivity enhancement.
研究领域:
催化化学
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材料科学
✓ 已验证
产品关联
DOI
高影响因子
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
·
2020
·Vol. 22
·期 5
·2849-2857
·
IF 3.43
Chaoyue Zhao,Xianliang Qiao,Zenghuimin Yi,Qingxin Guan,Wei Li
A green catalyst for acetylene hydrochlorination yielding a VCM is presented using imidazole as a single component metal-free catalyst. The mechanisms and reactivities of imidazole-catalyzed acetylene hydrochlorination have been investigated by combined computational and experimental studies. The electronic effects of ortho-substituents on the reactivities have also been investigated. Through theoretical calculations and experimental studies, the nitrogen-atom including a lone pair active site of single component imidazole for metal-free acetylene hydrochlorination is proposed. It is suggested that the nitrogen-atom including a lone pair of imidazole adsorbs an HCl molecule to form an imidazole-HCl complex, which serves as the active catalyst to participate in the reaction process of acetylene hydrochlorination. Besides, the results show that C2H2 assists in the electrophilic addition of HCl, undergoing an almost planar six-membered ring transition state. Computational studies on the ortho-substitution of the active sites will have an important impact on the catalytic efficiency.
研究领域:
化学
·
催化科学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH
·
2023
·
IF 4.2
Xin Song,Wenjie Pan,Fangjun Shao,Zijiang Zhao,Xiaonian Li,Zhongzhe Wei,Jianguo Wang
The development of alkyne semihydrogenation catalysts with high conversion and selectivity under mild conditions is extremely challenging. Here, the modulation of Pd by different crystalline aluminas was investigated to improve the reaction performance. XPS confirmed that different crystalline aluminas modified the electronic structure of palladium. The Pd0.5/γ-Al2O3 catalyst with a Pd loading of 0.48 wt % attained 98% conversion and 91% selectivity. Stronger interaction of the γ-Al2O3 support with the loaded Pd nanoparticles resulted in electron deflection toward the support. The electronic structure of Pd was altered by modulating the crystallographic shape of the support, resulting in metal nanoparticles containing more Pd2+. Electron-deficient Pd2+ adsorbs more strongly on an electron-rich C≡C, which in turn modulates the competitive adsorption of alkenes and alkynes. Finally, the effective semihydrogenation of phenylacetylene was realized at low temperature and pressure.
研究领域:
化学工程
·
催化
·
材料科学
✓ 已验证
DOI
高影响因子
危险品化学品经营许可证（带存储）