• Title/Summary/Keyword: coupling reaction

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Diversification of 4,5-disubstituted Pyrrolo[3,2-d]-pyrimidines by Microwave Assisted Metal Catalyzed Reaction (마이크로파와 금속 촉매를 이용한 Pyrrolo[3,2-d]-pyrimidine 유도체의 다양화)

  • Jeong Seob, Byeon;Eul Kgun, Yum;Yeong-Joon, Kim
    • Journal of the Korean Chemical Society
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    • v.66 no.6
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    • pp.442-450
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    • 2022
  • Diverse pyrrolo[3,2-d]pyrimidines that are expected to exhibit bioactivity were synthesized through O-arylation and Suzuki coupling reactions. Microwave-assisted O-arylation was successfully performed using a Cu metal catalyst, so that 4 position of pyrrolo[3,2-d]pyrimidine could be substituted with phenol group. In addition, 4-aryl substituted pyrrolo[3,2-d]pyrimidines were synthesized with good to excellent yields by microwave-assisted Suzuki coupling reaction using a Pd metal catalyst. By using microwaves as reaction conditions for diversification of derivatives, it was possible to dramatically overcome the disadvantages of traditional heat reactions of long reaction times and heat transfer efficiency problems. The result of this study can be used to be diversify pyrrolo[3,2-d]pyrimidine derivatives, which are expected to play an important role in the drug discovery research.

Preparation and Characterization of High Molecular Weight Poly(butylene succinate)

  • Han, Yang-Kyoo;Kim, Sung-Rim;Kim, Jinyeol
    • Macromolecular Research
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    • v.10 no.2
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    • pp.108-114
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    • 2002
  • Poly(butylene succinate) (PBS) prepolymers were prepared by the condensation polymerization of 1,4-butanediol (1,4-BD) and succinic atid (SCA) in the presence of titanium (VI) isoproxide(TPI) catalyst. The PBS prepolymers reacted with 1,4-BD or SCA to obtain hydroxyl or carboxylic acid group terminated PBS. High molecular weight linear or branched PBS was synthesized by a coupling reaction between hydroxyl and carboxylic acid group terminated PBS, or by a branching reaction between carboxylic acid group terminated PBS and glycerol as a branching agent. The weight average molecular weight of the prepared linear or branched PBS was in the range of 100,000-220,000. Both melting point and thermal stability of the high molecular weight linear and branched PBSs were somewhat higher than those of general PBS. From a tensile behavior by Instron test, modulus, tensile strength and elongation at break improved with increase in the molecular weight of the prepared PBS through the coupling or the branching reaction. In particular, the high molecular weight linear PBS had about 2.5 times higher value in modulus than the branched one.

Suzuki-Miyaura Cross-coupling Reaction Catalyzed by Nickel Nanoparticles Supported on Poly(N-vinyl-2-pyrrolidone)/TiO2-ZrO2 Composite

  • Kalbasi, Roozbeh Javad;Mosaddegh, Neda
    • Bulletin of the Korean Chemical Society
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    • v.32 no.8
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    • pp.2584-2592
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    • 2011
  • Nickel nanoparticle-poly(N-vinyl-2-pyrrolidone)/$TiO_2-ZrO_2$ composite (Ni-PVP/$TiO_2-ZrO_2$) was prepared by in situ polymerization method. The physical and chemical properties of Ni-PVP/$TiO_2-ZrO_2$ were investigated by XRD, FT-IR, BET, TGA, SEM and TEM techniques. The catalytic performance of this novel heterogeneous catalyst was determined for the Suzuki-Miyaura cross-coupling reaction between aryl halides and phenylboronic acid in the presence of methanol-water mixture as solvent. The effects of reaction temperature, the amount of catalyst, amount of support, solvent, and amount of metal for the synthesis of Ni-PVP/$TiO_2-ZrO_2$, were investigated as well as recyclability of the heterogeneous composite. The catalyst used for this synthetically useful transformation showed considerable level of reusability besides very good activity.

A Study on The Synthesis of Camostat Mesylate Using Vilsmeier-Haack Reaction (Vilsmeier-Haack 반응을 이용한 Camostat Mesylate의 합성법 연구)

  • Kim, Dong Nyeon;Kim, Seok Chan
    • Applied Chemistry for Engineering
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    • v.33 no.4
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    • pp.440-443
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    • 2022
  • A key step in the synthesis of camostat mesylate, which is most widely used as a treatment for chronic pancreatitis, was conducted. Camostat mesylate was synthesized through the esterification reaction of two intermediates, GBA (4-guanidinobenzoic acid hydrochloride) and DOHA [2-(dimethylamino)-2-oxoethyl-2-(4-hydroxyphenyl)acetate]. In order to overcome the problem raised due to the low yield and expensive reagents, a new economical synthesis method was developed that can produce camostat mesylate with a high yield of 80% by activating the acid functional group of GBA using the Vilsmeier-Haack reaction and coupling it with DOHA.

The Behavior of Earth Retaining Structures Using p-y Curve with Coupling (p-y 특성곡선의 Coupling을 고려한 토류벽의 거동해석)

  • Kim, Soo Il;Jeong, Sang Seom;Chang, Buhm Soo
    • KSCE Journal of Civil and Environmental Engineering Research
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    • v.14 no.3
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    • pp.553-563
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    • 1994
  • The behavior of earth retaining structure was investigated by considering coupling between soil springs in elasto-plastic soil. For the computation of soil reaction, soil on both sides of walls was simplified as e1asto-plastic springs, and the required horizontal displacement to mobilize Terzaghi's active and passive state was applied to construct the p-y curve. Reliability on computer program developed is verified through the comparison between prediction and in-situ measurements. Based on the results obtained, it is found that the prediction by using coupling between soil springs simulates well the general trend observed by the in-situ measurements. It is also found that the horizontal displacement required for the active state gives a very small effect to the displacement of walls in the sandy soil.

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Effects of Prolonged Running-Induced Fatigue on the Periodicity of Shank-Foot Segment Coupling and Free Torque

  • Ryu, Ji-Seon
    • Korean Journal of Applied Biomechanics
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    • v.26 no.3
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    • pp.257-264
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    • 2016
  • Objective: The purpose of this study was to determine the periodicity of shank-foot segment coupling and free torque before and after fatigue induced by prolonged running. Method: Fifteen young healthy male participants with a rear-foot strike ran on instrumented dual-belt treadmills at 70% of their maximum oxygen uptake for 65 min. Kinematic and ground reaction force data were collected for 20 continuous strides at 5 and 65 min (considered the fatigued condition). The approximate entropy tool was applied to assess the periodicity of the shank internal-external rotation, foot inversion-eversion, shank-foot segment coupling, and free torque for the two running conditions. Results: The periodicity of all studied parameters, except foot inversion-eversion, decreased after 65 min of running (fatigued condition) for 80% of the participants in this study. Furthermore, 60% of the participants showed similarities in the change of periodicity pattern in shank internal-external rotation, coupling, and free torque. Conclusion: The findings indicated that the foot inversion-eversion motion may pose a higher risk of injury than the shank internal-external rotation, coupling, and free torque in the fatigued condition during prolonged running.

Synthesis of 14-Membered Phenylthio Enediyne Lactone : A Precursor of the Potential Enediyne Antitumor Antibiotics (항암작용 가능성이 있는 10-Membered Enediyne의 선구물질인 14-Membered Phenylthio Enediyne Lactone의 합성)

  • Kim, Kee Dong
    • Journal of the Korean Chemical Society
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    • v.39 no.2
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    • pp.103-110
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    • 1995
  • Phenylthio substituted 14-membered lactone(23) which can serve as a precursor of a potential antitumor antibiotics (6), was successfully prepared. The synthesis of the lactone was accomplished via lactonization of the corresponding enediyne hydroxy acid (22). This hydroxy acid was derived from Pd(0)-catalyzed coupling reaction of methyl pentynoate and cis-1,2-dichloroethylene followed by another Pd(0)-catalyzed coupling reaction of the resulting methyl chloroenyne ester (20) and enyneol (17). The required enyne alcohol was successfully synthesized from vinyltin compound (12) in good overall yield.

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Preparation of Graphene Based PdOx and CuOx/MnOx Nanocomposites and Their Catalytic Applications in C-C Coupling and CH3SH Decomposition Reactions

  • Lee, Gyeong-Hun;Park, Jun-Beom
    • Proceedings of the Korean Vacuum Society Conference
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    • 2014.02a
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    • pp.175.2-175.2
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    • 2014
  • Graphene (G) has been modified with palladium, copper, and manganese oxide nanoparticles (NPs), and their catalytic applications have been studied in C-C coupling reactions and methylmercaptan (CH3SH) decomposition reactions. In this research, graphite oxide (GO) sheets were exfoliated and oxidized from graphite powder and impregnated with metal precursors including Pd2+, Cu2+, and Mn2+. The thermal treatments of the metal impregnated GO in preferred gas environments produced Pd NPs on graphene (Pd/G), PdO NPs on GO (PdO/GO), and CuOx and MnOx NPs on graphene (CuOx/MnOx/G). In case of Pd/G and PdO/GO, the TEM images show that, although the mean size of the Pd NPs changed significantly before and after the C-C coupling reaction, that of the PdO NPs didn't, implying that the PdO/GO was superior to Pd/G in terms of the recyclability. Also, we demonstrate that the CuOx/MnOx/G exerts the excellent catalytic efficiency in CH3SH decomposition reaction comparing with conventional catalysts. The chemical and electronic structural changes were investigated using XRD and XPS.

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