• 제목/요약/키워드: 1,3-Diketone

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Sensitized Near IR Luminescence of Er(Ⅲ) Ion in Lanthanide Complexes Based on Diketone Derivatives: Synthesis and Photophysical Behaviors

  • Baek, Nam-Seob;Kwak, Bong-Kyu;Kim, Yong-Hee;Kim, Hwan-Kyu
    • Bulletin of the Korean Chemical Society
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    • 제28권8호
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    • pp.1256-1260
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    • 2007
  • Two β-diketone derivatives bearing triphenylene (1-naphthalene-2-yl-3-triphenylen-2-yl-propane-1,3-dione (NTPD)) and naphthalene (1,3-di-naphthalene-2-yl-propane-1,3-dione (DNPD)) and their Ln(III) complexes (Ln = Er or Gd) were synthesized and their photophysical properties were investigated. The sensitized emission of Er3+ ion in Er3+-[NTPD]3(terpy) and Er3+-[DNPD]3(terpy) was observed upon excitation at absorption maximum of ligands. Their photophysical studies indicate the sensitization of Er3+ luminescence by energy transfer through the excited triplet state of β-diketone ligand. The energy transfer rate through the excited triplet state of β-diketone ligand to Er3+ ion occurs faster than that of the oxygen quenching rate.

Transformation of Bicyclic Ketal Compound to 1,2-Cyclopentanediol via 1,5-Diketone

  • Jun Jong-Gab;Shin Dong Gyun;Shin Hyun Shun;Kim Sung Hoon
    • Bulletin of the Korean Chemical Society
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    • 제13권2호
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    • pp.176-179
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    • 1992
  • New method for preparing cyclopentanediol from bicyclic ketal is described. Bicyclic ketal is cleaved to give 1,5-diketone, which is then reductively coupled intramolecularly to yield 1,2-cyclopentanediol. A solution of bicyclic ketal (1a) in methylene chloride was treated with aluminum chloride(2 eq.)-sodium iodide(l.5 eq.) at ambient temperature for 3 h to give the 1,5-diketone (2a) in 71% yield after basic work-up followed by short path column chromatography. A solution of the 1,5-diketone (2a) in THF was reacted with titanium tetrachloride(6 eq.)-Mg(Hg)(0.3 eq.) at $0^{\circ}C$ for 4 h to give the 1,2-cyclopentanediol (3a) in 75% yield after basic work-up followed by short path column chromatography.

2-Aminobenzamide로부터 Quinazoline 4-one 유도체의 합성 (II) - $\gamma$-락톤과 디케톤과의 반응 (Synthesis of Quinazoline 4-one Drvivatives from 2-Aminobenzamide(II) - Reaction with $\gamma$-Lactone and Diketone)

  • 서명은
    • 약학회지
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    • 제30권5호
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    • pp.203-207
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    • 1986
  • 2-Aminobenzamide reacts with not only keton radical but also carbonyl group in carboxylic acid, to form easily -N-C-N-novel ring cyclization as a result I and V. In addition, it reacts with 1, 2-cyclohexadione or benzil, whitch are both 1, 2-diketone compounds, at the both ketone radical sites to give V or VII respectively. On the reaction with dimethone, however, which has 1, 3-diketone radical, it reacted with only one carbanyl group and VI was produced. We investigated the reaction with cr-ketoester such as ethyl pyruvate and diethyl rnesoxalate. In the reaction with ethylpyruvate, amine group in 2-aminobenzamide reacted not with ketone radical but carbonyl group in ester (product VIII). On the other hand, diethyl measoxalate reacted at the ketone radical site rather than the ester site (product IX).

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Preparation and Luminescent Properties of a Novel Carbazole Functionalized Bis-β-diketone Ligand and Corresponding Eu(III) and Tb(III) Complexes

  • Zhang, Wei;Liu, Chang-Hui;Tang, Rui-Ren;Tang, Chang-Quan
    • Bulletin of the Korean Chemical Society
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    • 제30권10호
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    • pp.2213-2216
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    • 2009
  • A novel carbazole functionalized bis-$\beta$-diketone type organic ligand, 1,1′-(2,6-bispyridyl)bis-3-(9-ethylcarbazole- 3-yl)-1,3-propanedione ($H_2L$) and its corresponding lanthanide complexes $Eu_2(L)_3\;and\;Tb_2(L)_3$ were successfully prepared. The ligand and complexes were characterized in detail based on FT-IR spectra, $^1H$ NMR and elemental analysis. The observed UV-Vis absorption and photoluminescence properties of the complexes were investigated, it shows that the Eu(III) and Tb(III) ions can be sensitized efficiently by the ligand ($H_2L$) to some extent, in particular, the complex $Tb_2(L)_3$ exhibits a more excellent luminescence property than the Eu(III) complex. Meanwhile, the introduction of the carbazole moiety can enlarge the $\Pi$-conjugated system of the ligand and enhance the luminescent intensity of the complexes. The results show that the complexes would be used as excellent luminescent materials.

The Soft Material Obtained from an Europium (III)-Containing Ionic Liquid

  • Shao, Huifang;Wang, Yige;Li, Dan
    • Bulletin of the Korean Chemical Society
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    • 제32권3호
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    • pp.973-976
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    • 2011
  • The addition of organic ligand (${\beta}$-diketone or heterocyclic compound) to the europium (III)-containing ionic liquid resulted in bright luminescent soft materials with the molar ratio of europium/ionic liquid (IL)/ligand being 1:3:1 that exhibit bright red light under UV lamp. The luminescent properties such as emission features and lifetime of $^5D_0$ $Eu^{3+}$ excited level are dependent on the organic ligands. The materials were characterized by FT-IR and luminescence spectroscopy. The data shows that at least parts of the ILs (carboxylic acid) are replaced with ${\beta}$-diketone ligand rather than the formation of europium complex with the molar ratio of $Eu^{3+}$:IL: ligand being 1:3:1, while no ILs could be replaced by the heterocyclic ligand such as Bpy and Phen.

Synthesis, Docking Study and In-vitro Evaluation of Anti-Tuberculosis Activity of Tri Substituted Imidazoles Containing Quinoline Moiety

  • Sahana, S.;Vijayakumar, G.R.;Sivakumar, R.;Sriram, D.;Saiprasad, D.V.
    • 대한화학회지
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    • 제66권3호
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    • pp.194-201
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    • 2022
  • A simple, efficient, and cost-effective method has been employed for the synthesis of 2,4,5-trisubstituted imidazole derivatives (3a-j) containing quinoline substituent at 2nd position. Title compounds were obtained by multicomponent reaction (MCR), involving aryl substituted 1,2-diketone, quinoline carbaldehyde and ammonium acetate in the presence of acetic acid solvent under mild reaction conditions. The newly synthesized quinoline containing imidazole derivatives were confirmed through FT-IR, 1H-NMR, 13C-NMR and mass spectral analysis. In-vitro microplate alamar blue assay (MABA) to determine the MIC (minimum inhibitory concentration) values against Mycobacterium tuberculosis H37Rv was performed for the synthesized compounds. The synthesized compounds exhibited activity against Mycobacterium tuberculosis and among which compounds, 3d, 3f and 3i showed good activity. The highest activity was showed with compound 3i. The anti-mycobacterial activity results are well correlated with the computational molecular docking analysis, which was performed for the synthesized compounds prior to the evaluation of the activity.

아이소소바이드의 효과적 산화반응을 위한 루테늄/템포/나이트레이트 촉매 시스템 개발 (Development of Ruthenium/TEMPO/Nitrate Catalyst System for Efficient Oxidation of Isosorbide)

  • 이르샤드 모비나;유정아;오영탁;김정원
    • 공업화학
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    • 제33권1호
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    • pp.103-108
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    • 2022
  • 본 연구에서는 아이소소바이드(1,4:3,6-dianhydro-D-glucitol)로부터 그에 상응하는 아이소소바이드-디케톤[2,6-dioxabicyclo(3,3,0)octan-4,8-one]으로의 높은 선택적 전환을 통한 효율적인 루테늄/템포/나이트레이트 촉매 시스템 개발에 대해 보고한다. 미래의 제조 공정에서의 중요한 플랫폼 화합물 중 하나는 아이소소바이드이다. 오랜 시간 동안, TEMPO(2,2,6,6-tetramethylpiperidine-N-oxyl)는 알코올을 카보닐 화합물로 변환하는데 사용되어 왔다. 본 화학 반응에서는 산소 1atm 압력하에, Ru (10 mol%), TEMPO (5 mol%), 질산나트륨(0.03 mmol) 그리고 아이소소바이드(0.5 mmol)를 용매 아세트산(3 ml)을 사용하여 최적화되었다. 이러한 촉매 시스템은 이중 산화 촉매 반응 메커니즘에 대한 가능성뿐만 아니라, 생성물에 대한 원하는 반응물의 높은 선택성(> 97%)과 수율(87%)을 보여주었다.