• Title/Summary/Keyword: Phase transfer catalysts

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Synthesis of Aniline from Nitrobenzene and Fe3(CO)12 with Phase Transfer Catalysts (상 이동 촉매상에서 니트로벤젠과 Fe3(CO)12로부터 아닐린의 합성)

  • Chun, Sung-Woo;Oh, So-Young;Park, Dae-Won;Park, Sang-Wook;Shin, Jung-Ho
    • Applied Chemistry for Engineering
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    • v.3 no.2
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    • pp.288-295
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    • 1992
  • The reduction of nitrobenzene by triirondodecacarbonyl over phase transfer catalysts was investigated. The phase transfer catalysts showed a good yield of aniline at room temperature. Benzyltriethylammonium chloride, tricaprylmethyl ammonium chloride, 18-crown-6 and polyethyleneglycol-400 were good phase transfer catalysts in this reaction. The effect of reaction temperature, concentration of sodium hydroxide and organic solvents on the reaction rate and yield of aniline were studied in this work.

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Calix-Arene based phase transfer catalysts fornucleophilic fluorination

  • Minji Nam;Dong Wook Kim
    • Journal of Radiopharmaceuticals and Molecular Probes
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    • v.7 no.2
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    • pp.141-146
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    • 2021
  • With increasing interest in fluorinated compounds, nucleophilic fluorination reaction has been generally used for synthesizing fluorine-containing chemicals. However, alkali metal fluorides (MFs) generally have low solubility and reactivity in organic solvent. To overcome these problems, various phase transfer catalysts (PTCs) have been investigated. Calix-arene is known as to capture the metal cation(M+), and therefore in this review, we would like to introduce several kinds of calix-arene based PTCs, such as bis-tert-alcohol-functionalized crown-6-calix[4]arene (BACCA), oligo-ethylene glycol linked bis-triethyleneglycol crown-5-calix[4]arene (BTC5A), and ionic liquid functionalized calix-arene based catalyst, as well as ion-pair receptor crown-6-calix[4]arene-capped calix[4]pyrrole.

Highly efficient ortho-fluoro-dimeric cinchona-derived phase-transfer catalysts

  • Park, Hyeung-Geun;Jeong, Byeong-Seon;Lee, Jeong-Hee;Yoo, Mi-Sook;Jew, Sang-Sup
    • Proceedings of the PSK Conference
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    • 2003.04a
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    • pp.250.3-251
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    • 2003
  • A series of cinchona alkaloid-derived dimeric quaternary ammonium salts were prepared as chiral phase-transfer catalysts by the introduction of various functional groups on the phenyl ligand. Among them. the 2-F-substituted derivative 21 showed the highest enantioselectivity in the alkylation of the glycine anion equivalent 1 (97->99 % ee).

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Novel organic catalysts for nucleophilic fluorination including F-18 radiofluorination

  • Na, Hyeon Su;Kim, Dong Wook
    • Journal of Radiopharmaceuticals and Molecular Probes
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    • v.3 no.2
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    • pp.116-121
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    • 2017
  • To overcome the low reactivity and solubility of alkali metal fluorides (MFs), various types of phase transfer catalysts (PTCs) have been developed over the last decades. However, since the fluoride activated by such PTC sometimes has a strong basicity, it may cause various side reactions such as elimination reaction or hydroxylation reaction in the nucleophilic fluorination reaction. Also, they may cause separation problems in the compound purification process. In recent advanced study, various PTCs have been developed to solve these problem of conventional catalyst. In this review, we would like to introduce three kinds of novel multifunctional organic catalysts such as bis-tert-alcohol-functionalized crown-6-calix[4]arene (BACCA), easy separable pyrene-tagged ionic liquid (PIL) by reduced graphene oxide (rGO), and tri-tert-butanolamine organic catalyst.

Long Chain Dicationic Phase Transfer Catalysts in the Condensation Reactions of Aromatic Aldehydes in Water Under Ultrasonic Effect

  • Esen, Ilker;Yolacan, Cigdem;Aydogan, Feray
    • Bulletin of the Korean Chemical Society
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    • v.31 no.8
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    • pp.2289-2292
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    • 2010
  • Long chain dicationic ammonium salts were used successfully as phase transfer catalyst in the condensation reactions of aromatic aldehydes in water under ultrasonic irradiation for the first time. The quaternary salt having longer distance between the cation centers was more effective than the mono- and dicationic ones having short chain.

Oxidation of Diphenylmethane Using Polyethylene glycols as Phase Transfer Catalysts (폴리에틸렌글리콜 상이동 촉매를 이용한 디페닐메탄의 산화반응)

  • Lee, Hwa-Soo;Moon, Jeong-Yeol;Park, Dae-Won;Park, Sang-Wook;Shin, Jung-Ho
    • Applied Chemistry for Engineering
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    • v.4 no.4
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    • pp.715-720
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    • 1993
  • Diphenylmethane (pKa=33.4), which is difficult to be oxidized in normal oxidation conditions, was oxidized to produce benzophenone at ambient temperature and atmospheric pressure by using phase transfer catalysts and solid potassium tert-butoxide as base. Quaternary salt such as benzyltriethylammonium chloride, tetrabutyl ammonium bisulfate, tetrabutylphosponium chloride, are ineffective catalysts for this reaction, but 18-crown-6 and polyethylene glycols showed catalytic activity. The conversion of diphenylmethane was increased with increasing chain length of PEG molecules when they are used as phase transfer catalysts both in equal molar and equal weight basis. The conversion of diphenylmethane was increased with the agitation speed, and aprotic solvent like DMF showed higher reaction rate compared with benzene.

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Study on hydrocarbon reforming using microchannel catalysts (마이크로 채널을 이용한 탄화수소 연료개질에 관한 연구)

  • Bae, Gyu-Jong;Park, Joon-Geun;Bae, Joong-Myeon
    • 한국신재생에너지학회:학술대회논문집
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    • 2007.06a
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    • pp.33-36
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    • 2007
  • Currently, many structured catalysts using microchannel are researched to apply to fuel reforming. In this paper, ceramic monolith and metal mesh as structured catalysts are investigated for catalytic autothermal reforming. When GHSV increases, each structured catalyst has better performances(hydrogen production, fuel conversion) than packed bed catalyst for autothermal reforming. The major causes seem to be the elevated heat and mass transfer, gas phase reaction and redistribution of packed bed due to high pressure drop.

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Polymer-Supported Crown Ethers(Ⅳ) Synthesis and Phase-transfer Catalytic Activity

  • Shim Jae Hu;Chung Kwang Bo;Masao Tomoi
    • Bulletin of the Korean Chemical Society
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    • v.13 no.3
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    • pp.274-279
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    • 1992
  • Immobilization method of lariat azacrown ethers, containing hydroxyl group in the side arm of crown ring, on the polymer matrix and the phase-transfer catalytic activity of thus obtained immobilized lariat azacrown ethers were studied. Polystyrene resins with crown ether structures and hydroxyl groups adjacent to the macrorings were prepared by the reaction of crosslinked polystyrene resins containing epoxy groups with monoaza-15-crown-5 or monoaza-18-crown-6. Microporous crosslinked polystyrene resins containing epoxy group for the syntheses of these immobilized lariat crown catalysts were prepared by suspension polymerization of styrene, divinylbenzene (DVB 2%) and vinylbenzylglycidyl ether. The immobilized lariat catalysts with 10-20% ring substitution exhibited maximal activity for the halogen exchange reactions of 1-bromooctane with aqueous KI or NaI under triphase heterogeneous conditions. Immobilized catalyst exhibited higher activity than corresponding catalyst without the hydroxyl group and this result was suggested that the active site have a structure in which the $K^+$ ion was bound by the cooperative coordination of the crown ring donors and the hydroxyl group in the side arm.

Addtion Reaction of Phenyl Glycidyl Ether with Carbon Dioxide Using Phase Transfer Catalysts (상이동 촉매에 의한 Phenyl Glycidyl Ether와 이산화탄소의 부가반응)

  • Park, Dae-Won;Moon, Jeong-Yeol;Yang, Jeong-Gyu;Park, Sung-Hoon;Lee, Jin-Kook
    • Applied Chemistry for Engineering
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    • v.7 no.1
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    • pp.26-33
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    • 1996
  • This study is related to the investigation of the characteristics of phase transfer catalysts on the addition reaction of carbon dioxide and phenyl glycidyl ether(PGE). Quaternary ammonium salts showed a good conversion of PGE at l atm of $CO_2$. Among the quaternary ammonium salts tested, the ones with higher alkyl chain length and with more hydrophilic counter anion showed higher catalytic activity. Polyethylene glycol and crown ether were also effective catalysts when they are used with NaI. High pressure of $CO_2$increased the conversion of PGE by increasing solubility of $CO_2$in NMP. A mechanism of the reaction involving the role of phase transfer catalyst was also proposed.

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