Journal of Liaoning Petrochemical University
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Palladium⁃Catalyzed meta⁃Alkenylation of m⁃Methylphenylacetic Acid and Ibuprofen
Jiao Bo, Du Haiwu, Dai Zhenhua, Wang Jingyun
Abstract504)   HTML    PDF (1321KB)(226)      
The direct meta⁃C-H functionalization has proved to be more challenging due to the high energy transition state of marcrocyclic metallacycles which makes its formation extremely difficult. In this paper, the reaction of allyl acetic acid alkenylation based on pyrimidine template under palladium catalysis was studied. The reaction conditions were optimized, the influences of solvent effect, catalyst and oxidant type on the reaction were investigated, and the optimal reaction conditions were obtained. The experimental results show that the designed pyrimidine⁃directed aryl acetic acid C-H bond activation reaction can realize the meta⁃selective functionalization reaction of aryl acetic acid derivatives. A meta⁃alkenylation ibuprofen derivatives with potential drug activity can be constructedby using this strategy.
2020, 40 (3): 18-23. DOI: 10.3969/j.issn.1672-6952.2020.03.004
Epoxidation of Fatty Acid Methyl Esters Catalysis by Molybdenum Polyoxometalate
Zhou Mingdong,Bai Xue,Lu Hongzhu,Men Nan,Wang Jingyun
Abstract409)   HTML    PDF (1459KB)(150)      
The epoxidized soybean oil methyl ester was prepared by a non⁃solvent method under a mild condition using molybdenum polyoxometalates as catalysts.The epoxy soybean oil methyl ester with an acid value of 0.58 mg (KOH)/g and an epoxy value of 3.73% could be obtained using a H2O2:C=C of substrate molar ratio of 1.5 with adding 1.5% catalyst [(C2H5)4N]4Mo8O26 when 20 g soybean oil methyl ester was epoxidized at 55 ℃ for 5.0 h. The method has the advantages that the catalyst is easy to be separated and the post⁃treatment is simple. Moreover, the product does not contain inorganic acid, which avoids the influence of inorganic acid on the analysis and treatment of product.
2019, 39 (6): 10-14. DOI: 10.3969/j.issn.1672-6952.2019.06.002
Aza-Henry Reaction Induced by Photosensitizer under the Visible Light Conditions
Li Shijie,Yan Fei,Wang Jingyun,Zhou Mingdong
Abstract879)      PDF (3250KB)(293)      
3-Methoxythioxanthone was synthesized, and the structure is identified by 1H NMR, 13C NMR, IR and HRMS spectra. The UV-Vis absorption spectra of 3-Methoxythioxanthone shows that it absorbs near the purple light (380 nm) in the visible range and is a visible light photosensitizer. 3-Methoxythioxanthone was applied to the Aza-Henry reaction of 2-phenyl-1,2,3,4-Tetrahydroisoquinoline and Nitromethane. Under the irradiation of purple LED, the photosensitizer with a molar fraction of 5% allowed the reaction to be isolated in a yield of 84% within 6 h. According to the experimental results, the mechanism of photocatalytic reaction of AzaHenry was proposed. The photosensitizer could transfer energy to produce singlet oxygen under the illumination, and singlet oxygen promoted the Aza-Henry reaction.
2018, 38 (05): 14-18. DOI: 10.3969/j.issn.1672-6952.2018.05.003

Preparation of Supported Perrhenate Ionic Liquids

Lin Wei, Yi Hao, Wang Jingyun, Wang Qiang, Ye Jinxin, Zang Shuliang
Abstract651)      PDF (1962KB)(310)      
Ionic liquid (IL) is a type of molten salt at room temperature which are composed of anions and cations. It is a novel kind of green solvent and catalyst with excellent performance. However, it is 1imited to be widely used in different fields because of high price, large dosage, inconvenient separation. One of the effective approaches is to immobilize the ionic liquid on inorganic or organic solid material. Supported perrhenate ionic liquid was prepared using MCM-41 zeolites as carrier by chemical method in this paper. The supported ionic liquid was characterized and analyzed by FT-IR, TG, XRD and nitrogen adsorption desorption. The results showed that the ionic liquid was successfully bonded to the surface of MCM-41, and the decomposition temperature of the supported ionic liquid was between 280~680 ℃. Although the pore size and specific surface area of MCM-41 decreased after loading IL, its bulk structure was not damaged.
2016, 36 (3): 12-14. DOI: 10.3969/j.issn.1672-6952.2016.03.003
Research on the Impact of Ligand on the Stability of Nickelalactones
Yan Zhe, Zhang Zhizhi, Lin Chunxia, Wang Jingyun, Fang Xiangchen
Abstract405)      PDF (2744KB)(398)      
A nickelalactone with bisnitrogen ligand was synthesized from tmeda, Ni(COD)2and succinic anhydride. Then nickelalatone with bisphosphine ligand was synthesized through ligand exchange method. The impact of ligand on nikelalactone was tested. The synthesized products were characterized by 1H NMR, IR, Xray and 31P NMR. The results showed that the length of carbon chain in bidentate ligand had an effect on nickelalactone. Reactions of bisphosphines (where n=2) resulted in the formation of nickelalatone with bisphosphine ligand. While the homologous phosphines (where n=3,4) gave nickelalactones with didentate ligand.
2015, 35 (5): 14-17. DOI: 10.3969/j.issn.1672-6952.2015.05.004
Sulfides Oxidation Catalyzed by Brnsted Acidic Organic Perrhenates
Qi Shulei, Xu Anqi, Zhou Mingdong, Wang Jingyun, Wang Xin
Abstract413)      PDF (2677KB)(288)      
A series of novel Brnsted acidic organic perrhenates were applied as catalysts for sulfide oxidations using 30% H2O2 as oxidant. The structures and thermal stability data of the catalysts were characterized by FT-IR, NMR and TGA. Meanwhile, the effect of various solvents, the dosage of H2O2 and catalyst, temperature and the reaction time on the catalytic performance was studied in details. The results indicate that the selectivity and yield of sulfoxide can reach up to 95% under the optimal conditions, in which the dosage of catalyst is 0.03 mol, the dosage of H2O2 is 2.4 mmol, 40 ℃ and 90 min.
2015, 35 (3): 1-5,9. DOI: 10.3696/j.issn.1672-6952.2015.03.001

Study on the Reaction of Aromatic Ketones Removal Benzoyl

Gao Yu, Wang Jingyun, Wang Xin, Zhou Mingdong, Zang Shuliang
Abstract555)      PDF (1541KB)(340)      

It is reported herein a novel debenzoylation of diaryl ketones. The effect of the additives, catalysts, and temperature were studied carefully. The results indicate that the yield of this transformation can reach up to 72% under the standard conditions n(ptoluenesulfonic acid)n (starting material)=1100, n(ethylene glycol)n(starting material) =31, toluene, 80 h under reflux. This reaction provides a new method for the debenzoylation of diaryl ketones.

2015, 35 (1): 1-3,7. DOI: 10.3696/j.issn.1672-6952.2015.01.001