• Title/Summary/Keyword: Hydrogenolysis

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Catalytic Hydrogenation of Aromatic Nitro Compounds over Borohydride Exchange Resin Supported Pd (BER-Pd) Catalyst

  • Yoon, Nung-Min;Lee, Hyang-Won;Choi, Jae-Sung;Lee, Hyun-Ju
    • Bulletin of the Korean Chemical Society
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    • v.14 no.2
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    • pp.281-283
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    • 1993
  • Aromatic nitro compounds are selectively hydrogenated to the corresponding amines in high yields at room temperature and atmospheric pressure using BER-Pd catalyst without affecting ketone, ether, ester, nitrile or chloro groups also present. Especially the nitro group in 4-nitrobenzyl alcohol, methyl 4-nitrobenzyl ether and N-N-dimethyl 4-nitrobenzylamine is selectively hydrogenated with this catalyst to give the corresponding amines without hydrogenolysis of benzylic groups. And aromatic nitro compound can be reduced selectively in the presence of aliphatic nitro compound.

Direct Conversion of Cellulose into Polyols over Pt/CsxH3-xPW12O40

  • You, Su Jin;Baek, In Gu;Park, Eun Duck
    • Clean Technology
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    • v.19 no.1
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    • pp.13-21
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    • 2013
  • The hydrogenolysis of cellulose into polyols was examined over Pt/$Cs_xH_{3-x}PW_{12}O_{40}$ catalysts containing different Cs fractions. The surface area and Pt dispersion of Pt/$Cs_xH_{3-x}PW_{12}O_{40}$ catalysts were found to increase with Cs content. Similar polyol yields were obtained over Pt/$Cs_xH_{3-x}PW_{12}O_{40}$ catalysts irrespective of their Cs content. The catalytic activity of Pt/$Cs_xH_{3-x}PW_{12}O_{40}$ was comparable to that of Ni/W/SBA-15 and combined catalytic systems such as Pt/AC+$H_3PW_{12}O_{40}$ and Pt/AC + $Cs_{3.0}PW_{12}O_{40}$. Some polyanion species were found to leach from the Pt/$Cs_xH_{3-x}PW_{12}O_{40}$ catalyst during the course of the reaction.

Solid-Phase Synthesis of Unfunctionalized Arenes Via the Traceless Cleavage of Sulfonate Linkers

  • Kim, Chul-Bae;Cho, Chul-Hee;Jo, Min-Jy;Park, Kwang-Yong
    • Bulletin of the Korean Chemical Society
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    • v.32 no.10
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    • pp.3655-3659
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    • 2011
  • The hydrogenolysis of polymer-bound arenesulfonates by 2-propylmagnesium chloride was performed through reductive cleavage of the C-S bond in the presence of a nickel catalyst. The reaction underwent in the highest efficiency by adding 15 equiv of the nucleophile in two additions with $dppfNiCl_2$ in THF. Various unfunctionalized naphthalene, biphenyl, and stilbene derivatives were produced in good yields by the traceless sulfonate linker system at room temperature.

Catalytic deoxygenation of vanillin over layered double hydroxide supported Pd catalyst

  • Liao, Chanjuan;Liu, Xixi;Ren, Yongshen;Gong, Daoxin;Zhang, Zehui
    • Journal of Industrial and Engineering Chemistry
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    • v.68
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    • pp.380-386
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    • 2018
  • A sustainable method was developed for the upgrade of biomass derived vanillin (a typical model compound of lignin) into the potential liquid biofuels over a layered double hydroxide supported Pd catalyst (abbreviated as CoAl-LDH/Pd). The CoAl-LDH/Pd catalyst showed high catalytic activity towards the hydrodeoxygenation of vanillin into 2-methoxy-4-methylphenol (MMP) under mild conditions in aqueous media. High MMP yield up to 86% was produced at $120^{\circ}C$ after 4 h. Kinetic studies revealed that the rate-determining step for the hydrodeoxygenation of vanillin was the hydrogenolysis of vanillyl alcohol. More importantly, the CoAl-LDH/Pd catalyst was highly stable without the loss of activity.

Carbonylation of Benzyl Alcohols and Benzyl Bromide to Phenylacetic Acids with Rhodium(Ⅰ) and Iridium(Ⅰ) Complexes

  • Chin Chong Shik;Jung Ho Jin;Hong Seung-gweon
    • Bulletin of the Korean Chemical Society
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    • v.13 no.4
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    • pp.391-395
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    • 1992
  • Rhodium(I) and iridium(II) complexes, M(Cl$O_4$)(CO)$(PPh_3)_2$ and [M(CO)$(PPh_3)_3$]Cl$O_4$ (M = Rh, Ir), and RhX(CO)$(PPh_3)_2$ (X = Cl, Br, OH) catalyze the carbonylation of benzyl alcohols to produce phenylacetic acids under 6 atm of CO at $110^{\circ}C$ in deuterated chloroform. Benzyl alcohols initially undergo dehydration to give dibenzyl ethers which are then carbonylated to benzyl phenylacetates, and the hydrolysis of benzyl phenylacetate produces phenylacetic acids and benzyl alcohols. The carbonylation is accompanied with dehydrogenation followed by hydrogenolysis of benzyl alcohols giving benzaldehydes and methylbenzenes which are also produced by CO2 elimination of phenylacetic acids. Phenylacetic acid is also produced in the reactions of benzyl bromide with CO catalytically in the presence of Rh(Cl$O_4$)(CO)$(PPh_3)_2$ and $H_2O$, and stoichiometrically with Rh(OH)(CO)$(PPh_3)_2$ in the absence of $H_2O$.

Hydrogenation of Arenes with Metallic Iridium and Rhodium Powders Prepared from Iridium(Ⅰ) and Phodium(Ⅰ)-COD Complexes under Mild Conditions

  • 진종식;이병노;문지중;송중호;박용선
    • Bulletin of the Korean Chemical Society
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    • v.16 no.6
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    • pp.528-533
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    • 1995
  • Metallic iridium and rhodium powders prepared from the reactions of [M(COD)(PhCN)2]ClO4 (M=Ir(1), Rh(2); COD=1,5-cyclooctadiene) with hydrogen at room temperature in methylene chloride show catalytic activities for hydrogenation of arenes at room temperature under atmospheric pressure of hydrogen. Most substituents (CH3, COOH, NO2, CH2OH, CHO, OPh, OCH3, C=C, halogens and CH2Cl) on aromatic ring suppress the rate of the hydrogenation of the aromatic ring while the aromatic ring hydrogenation of phenol and 1,4-dihydroxobenzene is faster than that of benzene over these metallic powders. Hydrogenation of benzoic acid occurs only at the aromatic ring leaving the COOH group intact over iridium metal powders while benzoic acid is not hydrogenated at all over rhodium metal powders. Carbonyl, nitro, acetylenic and olefinic groups on an aromatic ring are hydrogenated prior to the aromatic ring hydrogenation. Hydrogenolysis of OH groups of phenol, benzyl alcohol and 1,4-dihydroxobenzene, and hydrodehalogenation of halobenzenes, benzyl halides and cinnamyl chloride also occur along with the hydrogenation of aromatic ring.

Recent Research Trend in Plastic Waste Upcycling via Hydrocracking Using Heterogeneous Catalysts (수소첨가를 통한 폐플라스틱 분해 기술 동향)

  • Ro, Insoo
    • Prospectives of Industrial Chemistry
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    • v.24 no.2
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    • pp.1-9
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    • 2021
  • 플라스틱은 가볍고 물성이 뛰어나며 가공이 용이하면서도 낮은 가격 때문에 우리의 실생활에서 매일 사용되고 있다. 동시에 썩지 않는 특성 탓에 폐플라스틱에 의한 환경오염의 문제가 심해짐에 따라 전 세계적으로 일회용 포장재 및 용기에 사용되는 플라스틱의 사용을 금지하는 규제 및 폐플라스틱을 재활용하려는 시도가 늘어나고 있다. 하지만 인류가 지난 수십 년간 생산한 플라스틱은 약 83억 톤이지만 이중 약 10%정도만 재활용 되었을 정도로 폐플라스틱의 재활용 비율은 미비하다. 특히, 최근 코로나 팬데믹으로 인해 택배 및 배달음식 주문량이 늘어남에 따라 플라스틱의 사용량이 급증하여 폐플라스틱의 재활용 필요성은 더욱더 커지고 있다. 본 기고문에서는 불균일 촉매를 이용한 수소첨가 폐플라스틱의 분해에 관한 최신 연구동향을 다루고자 한다. 안정적이고 반응성 및 선택성이 뛰어난 촉매 개발은 폐플라스틱의 효과적인 분해를 위해서 매우 중요하다.

Synthesis of Dimeric Lignin Model Compounds - Veratrylglycerol-β-vanillylalcohol ether compounds - (리그닌 이양체(二量體) 모델화합물(化合物)의 합성(合成) - Veratrylglycerol-β-vanillylalcohol ether 화합물(化合物) -)

  • Zhao, Julan;Hwang, Byung-Ho
    • Journal of Forest and Environmental Science
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    • v.12 no.1
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    • pp.37-44
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    • 1996
  • Two dilignols composed of ${\beta}$-O-4 structure, a important substructure compound in lignin, was synthesized in high yield in a series of the synthetic studies of lignin model compounds. The dimers were identified with $^1H$ and $^{13}C$-NMR and Mass spectroscopy. The important compound of among them, the final synthetic compound [IV].is called 1-(3,4-dimethoxyphenyl)-2-(2'-methoxy-4'-hydroxymethylphenoxy)-propanediol-l,3. This dimeric lignin model compounds should be usefull for the studies of lignin reactions such as pulping, bleaching, pyrolysis, hydrogenolysis, oxidation, reduction, biodegradation, and chemical utilization.

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