• Title/Summary/Keyword: Heteroaromatics

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Biological Upgrading of Heavy Crude Oil

  • Leon, Vladimir;Kumar, Manoj
    • Biotechnology and Bioprocess Engineering:BBE
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    • v.10 no.6
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    • pp.471-481
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    • 2005
  • Heavy crudes (bitumen) are extremely viscous and contain high concentrations of asphaltene, resins, nitrogen and sulfur containing heteroaromatics and several metals, particularly nickel and vanadium. These properties of heavy crude oil present serious operational problems in heavy oil production and downstream processing. There are vast deposits of heavy crude oils in many parts of the world. In fact, these reserves are estimated at more than seven times the known remaining reserves of conventional crude oils. It has been proven that reserves of conventional crude oil are being depleted, thus there is a growing interest in the utilization of these vast resources of unconventional oils to produce refined fuels and petrochemicals by upgrading. Presently, the methods used for reducing viscosity and upgradation is cost intensive, less selective and environmentally reactive. Biological processing of heavy crudes may provide an ecofriendly alternative or complementary process with less severe process conditions and higher selectivity to specific reactions to upgrade heavy crude oil. This review describes the prospects and strengths of biological processes for upgrading of heavy crude oil.

Acetate-Promoted Aldol-Type Reaction: Scope and Reactivity of Acetates and Aldehydes

  • Kim, Dong-Hyeon;Rahman, A. F. M. Motiur;Jeong, Byeong-Seon;Lee, Eung-Seok;Jahng, Yurng-dong
    • Bulletin of the Korean Chemical Society
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    • v.30 no.4
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    • pp.797-802
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    • 2009
  • Potential of acetates and related compounds in glacial acetic acid as a catalyst for aldol-type condensation reactions was examined. Reactions of cycloalkanones or selected heteroaromatics with aldehydes in presence of 10 mol% of various acetates in acetic acid afforded ${\alpha},{\alpha}$'-bis(substituted-benzylidene)cycloalkanones and substituted-benzylidene-mackinazolinones, respectively, in good yields. Among the compounds tested, ammonium acetate is the best and effective especially towards the reactions of mackinazolinone and aliphatic aldehydes to afford 6-alkylidenemackinazolinones.

Theoretical Studies on the Electrophilic Methylation of Five-Membered Heteroaromatic Compounds with Dimethylfluoronium Ion

  • Chang Kon Kim;Ikchoon Lee;Bon-Su Lee
    • Bulletin of the Korean Chemical Society
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    • v.12 no.5
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    • pp.537-540
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    • 1991
  • Electrophilic methylation reactions of five-membered heteroaromatic compounds, furan, pyrrole and thiophene, with the dimethylfluoronium ion, ${CH_3}{FCH_3}(+), have been investigated theoretically by the MNDO method. The site selectivity of ${\alpha}, {\beta}$ and heteroatom (X) is related to charge density of the site, indicating that the site selectivity is dictated by electrosatic interaction between two reaction centers. The reactivity order between the three heteroaromatics can not be determined decisively since the order differs depending on which site is compared, with relatively low activation enthalpies, ${\Delta}{H^\neq}$= 20-30 kcal/mol, in all cases. These site and substrate selectivity behaviors are consistent with the gas-phase experimental results.

Rhodium(I) Complexes of 1,1$^\prime$-Bis(diphenylphosphino)-ferrocene as Efficient Catalysts in Regioselective Hydrogenation of Polynuclear Heteroaromatic Compounds

  • Kim, Tae-Jeong;Lee, Kyu-Chul
    • Bulletin of the Korean Chemical Society
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    • v.10 no.3
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    • pp.279-282
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    • 1989
  • Two rhodium(I) complexes of the types [Rh(BPPF)(NBD)]$ClO_4$ (10) and [Rh(BPPF)$Cl]_2$ (11) (BPPF = 1,1'-bis(diphenylphosphino)-ferrocene) have been prepared and investigated as catalysts for the regioselective hydrogenation of polynuclear heteroaromatic nitrogen and sulfur compounds such as quinoline (1), acridine (2), phenanthridine (3), 7,8-benzoquinoline (4), benzothiophene (5), isoquinoline (6), indole (7), pyridine (8), and thiophene (9). Both complexes 10 and 11, except for the cases of indole (7) and mononuclear heteroaromatics 8-9, are very efficient in the selective reduction under quite mild hydrogenation conditions to give the corresponding saturated nitrogen and sulfur heterocyclic analogues of 1-6 in fast conversion rates and in excellent yields. Relative rate studies revealed that the reduction depends significantly on the steric and electronic effects of the substrates. Of the two complexes 10-11, the dimeric species 11 gives faster reaction rates in all cases studied.

The Electronic Structure and Stability of the Heterofullerene :C(60-2x)(BN)x

  • Yee, Kyeong-Ae;Yi, Hong-Suk;Lee, Sang-San;Kang, Sung-Kwon;Song, Jin-Soo;Seong, See-Yearl
    • Bulletin of the Korean Chemical Society
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    • v.24 no.4
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    • pp.494-498
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    • 2003
  • The transition from aromatics to heteroaromatics is very attractive since it provides an extremely large structural variety, the chemical functionality as well as the possibilities for electronic tuning of the fullerene properties. A synthesis of heterofullerenes in macroscopic quantities is unknown however the spectrometric detection of $C_{59}B$ has been reported. The electronic structures of $C_{(60-2x)}(BN)_x$ systems, isoelectronic with $C_{60}$ have been explored by Extended Hukel, AM1 and ab initio methods. The polyhedral assembly energy are 7.7 kcal greater than $C_{60}$ when one B-N unit is substituted with C-C unit. The assembly energies are getting bigger if more B-N unit is introduced. We focus on HOMO-LUMO energy gap and the stability effects in $C_{(60-2x)}(BN)_x$ with different compositions of $(BN)_x$ moiety. The bonding properties of the substituent atoms were investigated in detail.

Direct Palladium-Catalyzed C-4 Arylation of Tri-substituted Furans with Aryl Chlorides: An Efficient Access to Heteroaromatics

  • Yang, Hai;Zheng, Zhishuo;Zeng, Jian;Liu, Huajie;Yi, Bing
    • Bulletin of the Korean Chemical Society
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    • v.33 no.8
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    • pp.2623-2626
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    • 2012
  • A series of functionalized furans were synthesized by way of a palladium-catalyzed coupling reaction of 2,3,5-trisubstituted furans with aryl chlorides through C-H bond cleavages at C-4 position. The feature of the reaction was facilitative preparation of furan derivatives with good functional group tolerance. All reactions gave the desired products in moderate to good yields in the presences of $BuAd_2P$ and t-BuOK in DMF at $120^{\circ}C$ after 15 h.

Theoretical Studies on Electrophilic Substitution of Five-membered Heteroaromatic Compounds with Isopropyl Cation (5각-이종원자 방향족 고리화합물과 이소프로필 양이온간의 친전자 치환반응에 관한 이론적 연구 (1))

  • Lee, Ik Choon;Kim, Chang Gon;Lee, Bon Su
    • Journal of the Korean Chemical Society
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    • v.34 no.3
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    • pp.248-254
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    • 1990
  • Theoretical studies on the electrophilic substitution reactions of five-membered heteroaromatic compounds, furan, pyrrole and thiophene, with isopropyl cation were carried out using the MNDO method. The results indicated that site selectivities of ${\alpha},{\beta}$ and hetero-atoms are not controlled by electrostatic interactions but are determined mainly by charge trasfer stabilization between the HOMO of heteroaromatics and the LUMO of the electrophile. The reactivity order for ${\alpha}\;and\;{\beta}$ positions was pyrrole > furan > thiophene, in agreement with the solution-phase as well as the gas-phase experimental results.

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