• Title/Summary/Keyword: Metathesis reaction

Search Result 27, Processing Time 0.023 seconds

Synthesis and Antiviral Activity of Novel 2′-Methyl and 4′-Phenyl Branched Carbocyclic Nucleosides (2′-메칠 및 4′-페닐 측쇄를 가진 새로운 카보사이클릭 뉴크레오사이드의 합성 및 항바이러스 약효검색)

  • 양선화;홍준희
    • YAKHAK HOEJI
    • /
    • v.48 no.1
    • /
    • pp.88-92
    • /
    • 2004
  • In this study; a series of 2',4'-doubly branched carbocyclic nucleosides (8,9,10) were synthesized from simple acyclic ketone derivative as starting material. The installation of the 4'-quaternary carbon needed was carried out using a 〔3,3〕-sigmatropic rearrangement. In addition, the introduction of a methyl group in the 2'-position was accomplished by Grig-nard reaction. Bis-vinyl was successfully cyclized using a Grubbs' catalyst II. The natural bases (adenine, cytosine, uracil) were efficiently coupled with the use of a Pd(0) catalyst. Although all the synthesized compounds were assayed against several viruses, only cytosine analogue 9 showed weak antiviral viral activity (EC$_{50}$=45.4 $\mu$M) against CoxB3 virus.s.

Synthesis of Novel 2'-Fluoro-5'-deoxyphosphonic Acids and Bis(SATE) Adenine Analogue as Potent Antiviral Agents

  • Shen, Guang Huan;Hong, Joon Hee
    • Bulletin of the Korean Chemical Society
    • /
    • v.34 no.12
    • /
    • pp.3621-3628
    • /
    • 2013
  • Novel 5'-deoxythreosyl purine phosphonic acid analogues containing a 2'-electropositive moiety such as fluorine atom, were designed and synthesized from commercially available 1,3-dihydroxy acetone. Condensation successfully proceeded from a glycosyl donor 6 under Vorbr$\ddot{u}$ggen conditions and cross-metathesis gave the desired phosphonate analogues 7a, 7b, 17a and 17b. The synthesized nucleoside phosphonic acid analogues 13, 16, 23, 26, 28 were subjected to antiviral screening against HIV-1. The bis(SATE) adenine analogue 28 exhibited significant in vitro activities against HIV-1.

Manufacturing and Numerical Analysis of Glass Fiber Chopped Strand Mat Reinforced p-DCPD Composites Processed by S-RIM (S-RIM을 이용한 Glass Fiber Chopped Strand Mat 강화 p-DCPD 복합재료 제작 및 수치해석을 통한 공정 시간 예측)

  • YOO, HYEONGMIN;UM, MOONKWANG;CHOI, SUNGWOONG
    • Transactions of the Korean hydrogen and new energy society
    • /
    • v.30 no.6
    • /
    • pp.629-634
    • /
    • 2019
  • Dicyclopentadiene is a low viscosity resin which forms a poly-dicyclopentadiene rapidly through ring opening metathesis polymerization (ROMP). This poly-dicyclopentadiene has outstanding properties of low-temperature, water and impact resistances. Due to these advantages, military and offshore structures try to apply the DCPD composites by using liquid composite molding process. In this study, 14%, 38% volume fraction fiber glass strand mat reinforced p-DCPD composites processed by structural reaction injection molding (S-RIM) which has resin-catalsyt mixing head and glass fiber preform in the mold. Additionally, S-RIM numerical analysis was conducted to predict the process time depending on fiber volume fraction and mold temperature. The process time is shorter when it has the lower fiber volume fraction or the higher mold temperature. At higher mold temperature, it is necessary to set the maximum mold temperature considering the resin curing time.

Cure Behavior and Tensile Properties of Ethylidene Norbornene/endo-Dicyclopentadiene Blends (Ethylidene Norbornene/endo-Dicyclopentadiene 블렌드의 경화 거동 및 인장 특성)

  • Jung, Jong Ki;Choi, Jung Hwa;Yang, Guang;Park, Jongmoon;Kim, Donghak;Kim, Seonggil;Lee, Jong Keun;Oh, Myung-Hoon;Kim, Bongsuk;Bang, Daesuk
    • Polymer(Korea)
    • /
    • v.39 no.3
    • /
    • pp.506-513
    • /
    • 2015
  • Ethylidene norbornene (ENB) and its blends with endo-dicyclopentadiene (endo-DCPD) were prepared and reacted via the ring-opening metathesis polymerization (ROMP) reaction with the $1^{st}$ and $2^{nd}$ generation Grubbs' catalysts. Dynamic exothermic behaviors during ROMP and tensile properties after ROMP were evaluated using a differential scanning calorimeter (DSC) and a universal testing machine (UTM) for the samples, respectively. It revealed that the ROMP rate was accelerated with the less contents of endo-DCPD and under the $2^{nd}$ generation catalyst. Also, the addition of endo-DCPD and the $1^{st}$ generation catalyst resulted in higher tensile modulus and strength but lower toughness. Gel fraction measurement and fracture surface observation were made to understand the tensile properties.

Palladium(II) Aryloxides of Pd(2,6-(CH2NMe2)2C6H3)(OC6H4-X-p) (X = Me, NO2): Synthesis, Property and Reactivity towards Diphenyliodium Chloride

  • Jung, Hyun-Sang;Park, Yun-Sik;Seul, Jung-Min;Kim, Jong-Sook;Lee, Ho-Jin;Park, Soon-Heum
    • Bulletin of the Korean Chemical Society
    • /
    • v.32 no.8
    • /
    • pp.2711-2716
    • /
    • 2011
  • para-Substituted phenoxide derivatives of Pd(II) having an NCN pincer, Pd(NCN)($OC_6H_4$-p-X) (NCN = 2,6-$(CH_2NMe_2)_2C_6H_3$; X = $NO_2$ (1), Me (2)) were prepared by the reaction of Pd(NCN)($OSO_2CF_3$) with equi-molar amount of $NaOC_6H_4$-p-X. Treatment of Pd(NCN)($OSO_2CF_3$) with an excess amount of $NaOC_6H_4$-p-Me affords the hydrogen-bonding adduct complex 3 ($2{\cdot}HOC_6H_4$-p-Me). Complex 3 can also be obtained from benzene solution of 2 in the presence of free $HOC_6H_4$-p-Me. Complex 1 does not undergo adduct formation with $HOC_6H_4-p-NO_2$ neither from metathesis reaction of Pd(NCN)($OSO_2CF_3$) with an excess amount of $NaOC_6H_4-p-NO_2$ nor from treatment of 1 with free $HOC_6H_4-p-NO_2$. Complex 3 undergoes fast exchange of the coordinated p-cresolate with the hydrogen-bonding p-cresol. Complex 2 undergoes ${\sigma}$-ligand exchange reaction with $HOC_6H_4-p-NO_2$ to give 1. The exchange reaction, however, is irreversible as readily anticipated from their respective $pK_a$ values of the phenol derivatives. Reaction of 2 with diphenyliodium chloride quantitatively produced Pd(NCN)Cl and PhI along with liberation of O-phenylated product $PhOC_6H_4$-p-Me which was identified by GC/MS spectroscopy.

Size Tailored Nanoparticles of ZrN Prepared by Single-Step Exothermic Chemical Route

  • Lee, Sang-Ki;Park, Kyung-Tae;Ryu, Hong-Youl;Nersisyan, Hayk H.;Lee, Kap-Ho;Lee, Jong-Hyeon
    • Korean Journal of Materials Research
    • /
    • v.22 no.5
    • /
    • pp.243-248
    • /
    • 2012
  • ZrN nanoparticles were prepared by an exothermic reduction of $ZrCl_4$ with $NaN_3$ in the presence of NaCl flux in a nitrogen atmosphere. Using a solid-state combustion approach, we have demonstrated that the zirconium nitride nanoparticles synthesis process can be completed in only several minutes compared with a few hours for previous synthesis approaches. The chemistry of the combustion process is not complex and is based on a metathesis reaction between $ZrCl_4$ and $NaN_3$. Because of the low melting and boiling points of the raw materials it was possible to synthesize the ZrN phase at low combustion temperatures. It was shown that the combustion temperature and the size of the particles can be readily controlled by tuning the concentration of the NaCl flux. The results show that an increase in the NaCl concentration (from 2 to 13 M) results in a temperature decrease from 1280 to $750^{\circ}C$. ZrN nanoparticles have a high surface area (50-70 $m^2/g$), narrow pore size distribution, and nano-particle size between 10 and 30 nm. The activation energy, which can be extracted from the experimental combustion temperature data, is: E = 20 kcal/mol. The method reported here is self-sustaining, rapid, and can be scaled up for a large scale production of a transition metal nitride nanoparticle system (TiN, TaN, HfN, etc.) with suitable halide salts and alkali metal azide.

An Improved Manufacturing Method of p-Dicyclopentadiene (DCPD) using Tungsten Type Catalyst in Air Condition (대기 조건에서 경화가 가능한 텅스텐계 p-DCPD의 개선된 성형 방법)

  • Kwon, Dong-Jun;Shin, Pyeong-Su;Kim, Jong-Hyun;Park, Joung-Man
    • Composites Research
    • /
    • v.29 no.4
    • /
    • pp.216-222
    • /
    • 2016
  • Ring-opening metathesis polymerization of p-dicyclopentadiene (DCPD) can be performed using the tungsten type catalyst. This reaction usually progresses in nitrogen condition, because the catalysts are extremely sensitive in air condition. To solve this problem, DCPD resin with tungsten (W) was cured using hot press after stirring of DCPD A and B liquid in air condition. Mechanical properties of DCPD were improved by reducing microvoid occurrence successfully by using hot press method. It might be because hot press could provide sufficient press on DCPD specimen. Addition of catalyst was not effective for the curing of resin in a short time. During polymerization, pressure and temperature had a great influence on the mechanical properties of DCPD.