• 제목/요약/키워드: optically active

검색결과 147건 처리시간 0.029초

Synthesis of New Bimetallic Chiral Salen Catalyst Bearing Co(BF4)2 Salt and Its Application in Asymmetric Ring Opening of Epoxide

  • Kim, Yong-Suk;Lee, Choong-Young;Kim, Geon-Joong
    • Bulletin of the Korean Chemical Society
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    • 제31권10호
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    • pp.2973-2979
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    • 2010
  • The newly synthesized homogeneous chiral Co(III) salen complexes were anchored non-covalently on the acidic sites of mesoporous Al-SBA-15. The Bronsted and Lewis acidic sites are attributed to the immobilization of fluorine functionalized chiral salen complexes on the supports. XRD, BET, TEM, FT-IR and ESCA (XPS) analyses were performed to characterize the property of support, and the structure of new homogeneous and heterogeneous chiral Co salen catalyst. The homogeneous and heterogeneous catalysts could be applied in asymmetric ring opening of epichlorohydrine (ECH) by water. They showed very high enantioselectivity and a good yield up to 99% in the catalytic synthesis of optically active products.

Asymmetric Ring Opening of Terminal Epoxides Catalyzed by Chiral Co(III)-BF3 Salen Complex Immobilized on SBA-16

  • Kim, Yong-Suk;Lee, Choong-Young;Kim, Geon-Joong
    • Bulletin of the Korean Chemical Society
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    • 제30권8호
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    • pp.1771-1777
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    • 2009
  • The homogeneous B$F_3$ containing chiral Co(III) salen complexes were anchored non-covalently on the surfaces of mesoporous SBA-16 silica containing aluminum species. The Brönsted and Lewis acidic sites are attributed to the immobilization of fluorine functionalized chiral salen complexes on the supports. The FT-IR, UV, ESCA, and NMR analyses were performed to determine the structure of synthesized chiral salen catalysts. These heterogeneous catalysts could be applied in asymmetric ring opening of terminal epoxides by water and phenol derivatives. They showed very high enantioselectivity and yield more than 98% in the catalytic synthesis of optically active products.

Microwave Synthesis of Chiral N-Benzyl-2-methyl-2H-benzo[b][1,4]oxazin/thiazin-3(4H)-ones via Smiles Rearrangement and their Biological Evaluation

  • Meng, Li-Juan;Zuo, Hua;Vijaykumar, B.V.D.;Dupati, Gautam;Choi, Kyung-Min;Jang, Kiwan;Yoon, Yong-Jin;Shin, Dong-Soo
    • Bulletin of the Korean Chemical Society
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    • 제34권2호
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    • pp.585-589
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    • 2013
  • Optically active N-benzyl-2-methyl-2H-benzo[b][1,4]oxazin-3(4H)-ones and N-benzyl-2-methyl-2H-benzo[b][1,4]thiazin-3(4H)-ones with potential synthetic and pharmacological interest were prepared via Smiles rearrangement in conventional as well as microwave irradiation conditions in one-pot from inexpensive (S)-2-chloropropionic acid. Most of the compounds displayed good inhibition against Gram positive bacteria and fungi in the antibiotic test.

S-6,6'-Dimethyl-2,2'-diaminobiphenyl 리간드의 디클로로백금 (II) 착물 (Dichloro Platinum (II) Complex of S-6,6'-Dimethyl-2,2'-diaminobiphenyl)

  • 전무진;최승락
    • 대한화학회지
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    • 제28권6호
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    • pp.399-402
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    • 1984
  • l-tartaric acid를 이용하여 두자리 아민리간드인 6,6'-dimethyl-2,2'-dia minobiphenyl (dmdabp)를 분할하여 S광학이성질체인 S-dmdabp를 얻었다. S-dmdabp로 부터 평면사각형 착물[Pt(S-dmdabp)Cl$_2]$를 합성하였으며, 이 착물에서 S-dmdabp 리간드가 ${\delta}$-confomation으로 배위 되어 있음을 확인하였다.

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가스크로마토그라피에 의한 아미노산 광학이성체의 분리 II (Separation of Amino Acid Enantiomers by Gas Chromatography II)

  • 박만기;강종성;유재하;박정일;전동원
    • 약학회지
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    • 제30권1호
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    • pp.47-50
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    • 1986
  • The enantiomers of five amino acids (alanine, valine, threonine, leucine and phenylalanine) could be separated by gas chromatography with optically active (S)-5-isopropyll-$N^3$-phenyl-2-thiohydantoinic stationary phase, which prepared from L-valine and phenylisothiocyanate. Gas chromatographic separations on methylesterificated and N-trifluoroacetylated amino acids have been conducted in isothermal at several column temperatures (180~190, 200, $210^{\circ}C$). The separation factors were 1.29 (alanine, $190^{\circ}C$), 1.35 (valine, $190^{\circ}C$), 1.33 (threonine, $190^{\circ}C$), 1.17 (leucine, $190^{\circ}C$) and 1.05 (phenylalanine, $190^{\circ}C$) and D-isomers eluted prior to L-isomers in every instance. The result of this experiment shows that this stationary phase can be used for the separation of the other amino acids enantiomers.

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Enantiomer의 분리에 이용될 수 있는 Chelate Resin의 개발(제 3보)-Copper(II) L-Proline Chelate Resin의 제조 및 Enantiomer 분리- (Development of Optically Active Chelate Resin for Direct Resolution of Enantiomers(III)-Synthesis of Copper(II) L-Proline Chelate Resin and Resolution of Enantiomers-)

  • 김길수;전동원
    • Journal of Pharmaceutical Investigation
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    • 제19권3호
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    • pp.117-121
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    • 1989
  • A metal complex, copper (II) L-proline was chemically bound to ethylene glycol dimethacrylate and divinylbenzene crosslinked chloromethylated polystyrene and they were used as chiral chelate resin matrix for column chromatography to resolve enantiomers of DL-amino acids. The L-enantiomers eluted first and the degree of resolution on the polymer crosslinked with ethylene glycol dimethacrylate was superior to the polymer crosslinked with divinylbenzene.

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Separation of D and L Amino Acids by High-Performance Liquid Chromatography

  • Lee, Sun-Haing;Ryu, Jae-Wook;Park ,Kyoung-Sug
    • Bulletin of the Korean Chemical Society
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    • 제7권1호
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    • pp.45-50
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    • 1986
  • Separation of optical isomers of some derivatives of amino acids by reversed-phase HPLC has been accomplished by adding a chelate of an optically active amino acid to copper(Ⅱ) to the mobile phase. Cu(Ⅱ) complexes of L-proline and L-hydroxyproline in the mobile phase showed different degrees of separation. Optical isomers of DNS derivatives of amino acids are selectively separated, but those of several other derivatives are not at all. The kinds of buffer agents, the pH, and the concentrations of acetonitrile and the Cu(Ⅱ) ligand all affect the separations. The elution behavior between D and L DNS-amino acids appears to depend on the alkyl side chain of the amino acids. A chromatographic mechanism is proposed that is based on a stereospecificity of the formation of ternary complexes by the D, L-DNS-amino acids and the chiral additive associated with the stationary phase. The steric effects of the ligand exchange reactions are related with the feasibility of cis and/or trans attack of the amino acids to the binary chiral chelate retained on the stationary phase.

Cobalt(Ⅲ) Complexes of N,N'-Bis(2(S)-aminopropyl)-1(R),2(R)-trans-1,2-diaminocyclohexane

  • 이동일;전무진
    • Bulletin of the Korean Chemical Society
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    • 제17권9호
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    • pp.786-790
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    • 1996
  • A novel optically active tetraamine ligand possessing four asymmetric centers, N,N'-bis(2(S)-aminopropyl)-1(R),2(R)-trans-1,2-diaminocyclohexane (SRRS-apchxn) and its cobalt(Ⅲ) complexes, [Co(SRRS-apchxn)X2]n+ (X=Cl-, H2O, X2=CO32-) have been synthesized. This ligand has coordinated stereospecifically to the cobalt(Ⅲ) ion to give only the Λ-uns-cis-(SS) isomer. A trans dichloro complex has been obtained via the stereospecific isomerization of Λ-uns-cis-(SS)-[Co(SRRS-apchxn)Cl2]+ to trans-(SS)-[Co(SRRS-apchxn) Cl2]+ in CH3OH-HCl medium. Ligand and complexes have been characterized by electronic absorption, 1H NMR, CD spectra, and also by elemental analysis. It is of interest that this is one of the few CoⅢ(N4)X2 type complex preparations, which produces such an uns-cis isomer with stereospecificity.

A Synthesis of Optically Active cis and trans 2-(5-Hydroxypoperidin-2-yl)acetates

  • P.N. Reddy;한상수;정교현
    • Bulletin of the Korean Chemical Society
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    • 제19권6호
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    • pp.617-618
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    • 1998
  • A simple and reproducible pretreatment method was developed for the determination of dioxins in milk sample. Liquid-liquid extraction (LLE) was used for the initial extraction of the analyte from milk. For the elimination of interferences coextracted from milk, acid treatment followed by multilayer silica gel, and then alumina column clean-up were performed. The clean extract could be obtained without carbon column or high performance liquid chromatographic (HPLC) clean-up procedure. Polychlorinated biphenyles (PCBs) and dioxins were separated on neutral alumina activated at 180 ℃ for 12 hours. The final extract was analyzed by HPLC and high resolution gas chromatography/high resolution mass spectrometry (HRGC/HRMS). The recovery of dioxins spiked in milk at 75-300 ppt level was 83.3-98.9% and their relative standard deviation was 4.1-14%.

Stereospecific Coordination of 2,2$^\prime$-Diaminobiphenyl in the Square Planar Platinum(Ⅱ) Comdlexes

  • Jun, Moo-Jin;Choi, Sung-Rack
    • Bulletin of the Korean Chemical Society
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    • 제5권6호
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    • pp.237-240
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    • 1984
  • 2,2'-Diaminobiphenyl platinum (II) complexes of optically active trans-1,2-diaminocyclohexane and 1,2-diaminopropane, [Pt(S,S-chxn)(dabp)]Cl2, [Pt(R,R-chxn)(dabp)]$C_{12}$, [Pt(S-pn)(dabp)]$C_{l2}$, and [Pt(R-pn)(dabp)]Cl2, where S,S-chxn and R,R-chxn are, respectively, S and R isomers of trans-1,2-diaminocyclohexane, and S-pn and R-pn are, respectively, S and R isomers of 1,2-diaminopropane, and dabp the 2,2'-diaminobipheny, have been prepared. The dabp ligand has been found to take the $=delta$ conformation in the S,S-chxn and S-pn platinum (II) complexes, while it takes the $\lambda$ conformation in the R,R-chxn and R-pn platinum (II) complexes.