• Title/Summary/Keyword: Hydride

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Selective Reduction by Lithium Bis-or Tris(dialkylamino)-aluminum Hydrides. II. Reaction of Lithium Tris(dibutylamino)-aluminum Hydride with Selected Organic Compounds Containing Representative Functional Groups

  • Cha, Jin-Soon;Lee, Sung-Eun;Lee, Heung-Soo
    • Bulletin of the Korean Chemical Society
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    • v.12 no.6
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    • pp.644-649
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    • 1991
  • The approximate rates and stoichiometry of the reaction of excess lithium tris(dibutylamino)aluminum hydride (LT-DBA) with selected organic compounds containing representative functional groups under standardized conditions (tetrahydrofuran, $0^{\circ}C$) were studied in order to characterize the reducing characteristics of the reagent for selective reductions. The reducing ability of LTDBA was also compared with those of the parent lithium aluminum hydride and the alkoxy derivatives. The reagent appears to be much milder than the parent reagent, but stronger than lithium tri-t-butoxyaluminohydride in reducing strength. LTDBA shows a unique reducing characteristics. Thus, the reagent reduces aldehydes, ketones, esters, acid chlorides, epoxides, and amides readily. In addition to that, ${\alpha},{\beta}$-unsaturated aldehyde is reduced to ${\alpha},{\beta}$-unsaturated alcohol. Quinones are reduced to the corresponding diols without evolution of hydrogen. Tertiary amides and aromatic nitriles are converted to aldehydes with a limiting amount of LTDBA. Finally, disulfides and sulfoxides are readily reduced to thiols and sulfides, respectively, without hydrogen evolution.

Reaction of Dipyrrolidinoaluminum Hydride in Tetrahydrofuran with Selected Organic Compounds Containing Representative Functional Groups

  • Jin Soon Cha;Oh Oun Kwon;Jong Mi Kim;Jae Cheol Lee
    • Bulletin of the Korean Chemical Society
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    • v.15 no.8
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    • pp.644-649
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    • 1994
  • The approximate rates and stoichiometry of reaction of excess dipyrrolinoaluminum hydride (DPAH) with selected organic compounds containing representative functional groups under standardized conditions (tetrahydrofuran, 0, reagent : compound=4 : 1) were examined in order to define the characteristics of the reagent for selective reductions. The reducing ability of DPAH was also compared with that of bis(diethylamino)aluminum hydride (BEAH). The reagent appears to be stronger than BEAH, but weaker than the parent reagent in reducing strength. DPAH shows a unique reducing characteristics. Thus, the reagent reduces aldehydes, ketones, esters, acid chlorides, epoxides, and nitriles readily. In addition to that, ${\alpha},\;{\beta}$-unsaturated aldehyde is reduced to the saturated alcohol. Quinone are reduced cleanly to the corresponding 1,4-reduction products. The examination for possibility of achieving a partial reduction to aldehydes was also performed. Both primary and tertiary aromatic carboxamides are converted to aldehydes with a limiting amount of DPAH. Finally, disulfides and sulfoxides are readily reduced to thiols and sulfides, respectively.

Effect of dehydride atmosphere on Hydrogen concentration of Tantalum (탈수소화 분위기가 탄탈륨 분말 수소농도에 미치는 영향 연구)

  • Lee, Ji-eun;Yoon, Jin-Ho;Lee, Chan Gi
    • Journal of Industrial Technology
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    • v.41 no.1
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    • pp.25-30
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    • 2021
  • Hydride-dehydride process for efficient recycling of tantalum (Ta) is used for manufacturer of Ta powder. In case of metal powder, Impurities as like nitride, oxygen, hydrogen is decreased of physical properties. For manufacture of Ta powder, control of theses impurities is important. In this study, to decreased of impurities on Ta powder using HDH process optimize dehydride condition. Dehydration behavior of Ta is depended on temperature, time, and atmosphere. Phase transition of Ta hydride is analyzed by X-ray diffraction (XRD). Concentration of hydrogen is decreased with temperature increased. At high temperature, concentration of hydrogen in Ta is similar according to time increased. Size and morphology of powder is not observed after dehydride. Ta powder, which is less than 20 um, concentration of hydrogen under 800 ppm is obtain.

Reduction of Alkyl Halides by Homonuclear Bridging Hydride, (μ-H)[(η$^5-MeCp)$Mn(CO)₂]₂-ppn+

  • 박용광;김영웅
    • Bulletin of the Korean Chemical Society
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    • v.17 no.3
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    • pp.269-273
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    • 1996
  • Alkyl halides were reduced to the corresponding alkanes by the homonuclear bridging hydride, (μ-H)[(η5-MeCp)Mn(CO)2]2-PPN+ in THF at the elevated temperatures (40-60 ℃) under the pseudo first order reaction conditions where excess of alkyl halide was employed under nitrogen atmosphere. The reaction is of overall second order; first order with respect to [bridging hydride] and first order with respect to [alkyl halide] with the activation parameters, ΔH≠=28.93 kcal/mol and ΔS≠=17.95 e.u. The kinetic data, the ESR evidence and the reaction with cyclopropyl canbinyl bromide ensure that two possible reaction pathways are operable in this reaction: (1) concerted mechanism, and (2) single electron transfer pathway are in competition leading to the same product, the corresponding alkane.

Some Recommended Procedures for Conversion of Carboxylic Acid and Its Derivatives to Aldehydes by Metal Hydride Reductions

  • Cha, Jin Soon
    • Journal of Integrative Natural Science
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    • v.5 no.2
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    • pp.84-90
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    • 2012
  • Some recommended procedures for obtaining aldehydes from carboxylic acid itself and its derivatives, which have been developed in relatively recent years, are summarized. Such procedures should provide a new practical methodology to synthesize the desired aldehyde products in high yields.