• 제목/요약/키워드: Mono aromatic

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Isothiocyanate 유도체의 Prodrug를 위한 합성 연구 (Studies on the Synthesis of Bis-dithiocarbamates as Prodrugs of Isothiocyanates)

  • 심영섭;정오영;김완주;이문희
    • 약학회지
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    • 제26권2호
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    • pp.91-96
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    • 1982
  • In an attempt to design prodrugs for the Derivatives of the Isothiocyanates R-N=C=S were synthesized eleven novel bis-dithiocarbamates. The best way of preparing the dithiocarbamates was the formation of the dithiocarbonates followed by the reaction of the dithiocarbonates with amines. Thus, the treatment of the diols with carbon disulfide in the presense of potassium hydroxide afforded the potassium salts of the ditniocarbonic acids. The potassium salts were then reacted with alkyl halides to give the dithiocarbonates, which upon treatment with amines produces the dithiocarbamates. In case of vicinal diol (n=o in the above formula), only one of the hydroxy groups was reacted to give the mono-dithiocarbonate. The dithiocarbonates failed to react with amides and aromatic amines. Dithiocarbonates of the different types were obtained when the active double bonds, such as $CH_{2}=CH-Z$ , (Z are electron withdrawing groups), were allowed to react with the free dithiocarbonic acids produced in situ by carefully neutralizing the Potassium salts of the corresponding acids. These compounds are considered to be of some value as prodrugs for the active double bonds.

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알킬할라이드와 Triethylamine을 이용한 일급 아로미틱 아민의 N-알킬레이션 (N-Alkylation of Primary Aromatic Amines Using Alkylhalide and Triethylamine)

  • 김주희;박명숙
    • 약학회지
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    • 제49권2호
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    • pp.162-167
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    • 2005
  • Synthetic method for the selective N-monoalkylation of anilines using alkyl halides and triethylamine under room temperature was described. The corresponding N-alkyl anilines were obtained in good yields with minor quantities of dialkylated products. Anilines 2a-m and 3a-m were identified using NMR and IR. A series of 2a-m and 3a-m has been synthesized from aniline, toluidines, ethylanilines, aminoacetophenones, phenetidines. Formation of anilines was undertaken with dropping of alkylhalides at room temperature in methanol (or ethanol) for 3 hours~5 days. Selectivity on the monoalkylation was relatively high. Synthetic ratio of monoalkylated and dialkylated product was 94 : 6 in case of maximum monoalkylation.

New Crown Compounds Derived from 1,2-Bis(2-hydroxybenzyl)benzene (II) : Bisaryl Crowns

  • Lee, Woo-Young;Jung, Jae-Do;Park, Chang-Hee;Sim, Won-Bo;Park, Oee-Sook
    • Bulletin of the Korean Chemical Society
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    • 제11권4호
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    • pp.350-354
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    • 1990
  • New bisaryl corands (crown ethers) bearing 1,2-dibenzyl- and 1,2-dibenzoylbenzene subunits have been synthesized: The reaction of 1,2-bis(2-hydroxybenzyl)benzene in base with mono-tetrahydropyranyl oligoethylene glycol tosylate, deprotection of the bis-condensation product to give a corresponding diol, tosylation of the free hydroxyls of the diol, and condensation of the ditosylate in base with 1,2-bis(2-hydroxybenzyl)benzene afforded a new type of bisaryl corand(Ⅰ) of 1,2-dibenzyl-benazene system. Oxidation of the benzylic positions of the corands (Ⅰ) furnished novel aromatic corands(Ⅱ) containing partly carbonyl functions.

Versatile Catabolic Properties of Tn4371-encoded bph Pathway in Comamonas testosteroni (Formerly Pseudomonas sp.) NCIMB 10643

  • Kim, Jong-Soo;Kim, Ji-Hyun;Ryu, Eun-Kyeong;Kim, Jin-Kyoo;Kim, Chi-Kyung;Hwang, In-Gyu;Lee, Kyoung
    • Journal of Microbiology and Biotechnology
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    • 제14권2호
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    • pp.302-311
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    • 2004
  • Comamonas testosteroni (formerly Pseudomonas sp.) NCIMB 10643 can grow on biphenyl and alkylbenzenes $(C_2-C_7)$ via 3-substituted catechols. Thus, to identify the genes encoding the degradation, transposon-mutagenesis was carried out using pAG408, a promoter-probe mini-transposon with a green fluorescent protein (GFP), as a reporter. A mutant, NT-1, which was unable to grow on alkylbenzenes and biphenyl, accumulated catechols and exhibited an enhanced expression of GFP upon exposure to these substrates, indicating that the gfp had been inserted in a gene encoding a broad substrate range catechol 2,3-dioxygenase. The genes (2,826 bp) flanking the gfp cloned from an SphI-digested fragment contained three complete open reading frames that were designated bphCDorfl. The deduced amino acid sequences of bphCDorfl were identical to 2,3-dihydroxybiphenyl 1,2-dioxygenase (BphC), 2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate hydrolase (BphD), and OrfI, respectively, that are all involved in the degradation of biphenyl/4-chlorobiphenyl (bph) by Ralstonia oxalatica A5. The deduced amino acid sequence of the orfl revealed a similarity to those of outer membrane proteins belonging to the OmpW family. The introduction of the bphCDorfl genes enabled the NT-l mutant to grow on aromatic hydrocarbons. In addition, PCR analysis indicated that the DNA sequence and gene organization of the bph operon were closely related to those in the bph operon from Tn4371 identified in strain A5. Furthermore, strain A5 was also able to grow on a similar set of alkylbenzenes as strain NCIMB 10643, demonstrating that, among the identified aromatic hydrocarbon degradation pathways, the bph degradation pathway related to Tn4371 was the most versatile in catabolizing a variety of aromatic hydrocarbons of mono- and bicyclic benzenes.

Symmetric Bis-Azospiropyrans: Synthesis, Characterization and Colorimetric Study

  • Nourmohammadian, Farahnaz;Abdi, Ali Ashtiani
    • Bulletin of the Korean Chemical Society
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    • 제34권6호
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    • pp.1727-1734
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    • 2013
  • Synthesis and characterization of some novel symmetric bis-azospiropyrans are reported in this study. These bis-azospiropyrans are bifunctional chromophores with two spiropyrans linked by a bis-azo extended aromatic system that produce more color strength (large molar absorption coefficient in mero forms) due to appending two azospiropyran chromophores on one molecule. Comparing to the molar absorption coefficients of the conventional spiropyran chromophores (${\varepsilon}=0.31{\times}10^4\;M^{-1}{\cdot}cm^{-1}$) and mono-azospiropyran chromophores ($1.35{\times}10^4\;M^{-1}{\cdot}cm^{-1}$), the novel synthesized photochromes showed astonishingly increased molar absorption coefficients ($2.3-3.8{\times}10^4\;M^{-1}{\cdot}cm^{-1}$) at the same conditions. Such high molar absorption coefficients confers high sensitivity to light and more color intensity of mero form, that leads to improvement of their light sensitivity and better discrimination of spiro (OFF) form from mero (ON) ones in molecular switches. The structures were deduced from their MS, FT-IR, and $^1H$-NMR spectroscopic data and CHN analysis. All the synthesized photochemically bifunctional compounds revealed fluorescent emission in their colorless form which was faded out after exposing to UV light. Fluorescence quantum yield values of the mero forms were 0.25-0.81 and two high fluorescence quantum yield values (0.60 and 0.81) were found in these series.

Synthesis and Properties of Diarylamino-Substituted Linear and Dendritic Oligoquinolines for Organic Light-Emitting Diodes

  • Lee, Ho-Joon;Xin, Hao;Park, Seong-Min;Park, Seog-Il;Ahn, Taek;Park, Dong-Kyu;Jenekhe, Samson A.;Kwon, Tae-Woo
    • Bulletin of the Korean Chemical Society
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    • 제33권5호
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    • pp.1627-1637
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    • 2012
  • The coupling reaction between 5-bromo-3-phenylbenzo[c]isoxazole and diphenylamine followed by further condensation with a mono-, di- or ter-acetyl aromatic compound in the presence of diphenyl phosphate at $145^{\circ}C$ gave a novel asymmetric diarylquinolines, oligoquinolines with diphenylamine endgroups, and a first generation quinoline dendrimer in 41-82% isolated yield. The electrochemical and photophysical properties of the oligoquinolines were characterized by cyclic voltammograms (CVs) and spectroscopy. All the quinolines emit bright sky blue light due to charge transfer from quinoline group to diphenly amine with very high quantum efficiency (> 90%). Organic light-emitting diodes (OLEDs) were fabricated using these quinolines as emitting materials. Among different device architectures explored, OLEDs with a structure of ITO/PEDOT (40 nm)/TAPC (15 nm)/D-A quinoline (40 nm)/TPBI (30 nm)/LiF (1 nm)/Al using TAPC as an electron blocking layer and TPBI as a hole blocking layer gave the best performance. A high external quantum efficiency in the range of 1.2-2.3% were achieved in all the quinolines with the best performance in BBQA(5). Our results indicate diarylamino-substituted oligoquinoline and dendrimer are promising materials for OLEDs applications.

한국산 고구마 품종인 연미, 증미, 신천미, 신율미를 이용하여 제조한 고구마 소주의 향기성분의 특성 (Aromatic Ingredients and Distinct Flavors of the Koguma-Soju Produced from Korean Sweet Potato Varieties Yeonmi, Jeungmi, Shincheonmi, and Shinyeulmi)

  • 김명희;;;이형운;김원신
    • 한국식품과학회지
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    • 제47권1호
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    • pp.51-55
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    • 2015
  • Four varieties of the Korean sweet potato, Yeonmi, Jeungmi, Shincheonmi, and Shinyeulmi, were chosen to prepare the distilled koguma-soju (sweet potato-soju). The relationship between the flavor of the koguma-soju and the content of monoterpene alcohols (MTAs) was studied. The MTAs investigated here were linalool, nerol, geraniol, citronellol, and ${\alpha}$-terpineol. The ranges of MTA concentrations in the koguma-soju made from the four sweet potato varieties were $14.0-16.6{\mu}g/L$ for nerol, $24.8-34.7{\mu}g/L$ for linalool, $32.8-38.5{\mu}g/L$ for geraniol, $37.8-54.2{\mu}g/L$ for citronellol, and $76.6-94.7{\mu}g/L$ for ${\alpha}$-terpineol. Geraniol, nerol, and linalool were found in lower concentrations, while ${\alpha}$-terpineol was present in a higher concentration compared to their average content in the imo-shochu, a distilled Japanese sweet potato-soju. The concentrations of citronellol in the koguma-soju and imo-shochu were similar. The flavor evaluation tests revealed that the koguma-soju produced from the Yeonmi variety had a leafy vegetable or a grass-like, sharp flavor, whereas the Jeungmi-soju was characterized by a fruity or a sulfur-like sharp taste. Floral, vanilla-like, and mild flavors were predominant in the Shincheonmi-soju, while the Shinyeulmi-soju had either a fruity, citrus-like flavor or a rubber-like, rough taste. This study demonstrates that koguma-soju made from different sweet potato varieties have unique characteristic flavors.

Schiff Base 단일- 및 이메소제닉화합물의 액정성 (Liquid Crystalline Properties of Schiff Base Mono- and Dimesogenic Compounds)

  • 박주훈;최옥병;이진석;강근명;신주철;김기환;김학진;이창준;소봉근;이수민
    • Korean Chemical Engineering Research
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    • 제43권1호
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    • pp.176-180
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    • 2005
  • 방향족 Schiff base 메소제닉 단위와 폴리메틸렌 유연격자로 이루어진 한 계열의 주사슬 액정중합체와 네 계열 화합물의 액정성을 살펴보았다. 이들의 열적 성질과 액정성은 시차 주사 열분석기와 가열판이 부착된 편광현미경에 의하여 조사하였다. 중합체와 화합물 액정상의 성질은 중앙 폴리메틸렌 유연격자와 말단 알콕시기의 길이에 크게 의존하였다. 중합체 I과 계열 III 화합물은 녹는점과 등방성액체화 전이온도에서 짝수-홀수 효과를 보여 주었으나 계열 II와 IV 화합물은 등방성액체화 전이온도에서만 짝수-홀수 효과를 나타내었다. 편광현미경을 통하여 이들의 광학구조를 관찰하였을 때 네마틱과 스멕틱 액정상을 형성하였다.

有機할로겐化合物과 KF의 反應 (第3報) 芳香族이웃디할라이드의 弗化反應 (Reaction of Organic Halogen Compounds with Potassium Fluoride. (Ⅲ) Fluorination of Aromatic vic-dihalides)

  • 김유선;김기수
    • 대한화학회지
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    • 제13권1호
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    • pp.68-74
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    • 1969
  • ${\alpha},{\beta$}-dichloro-${\beta$}-phenyl propionate, Ethyl ${\alpha},{\beta$}-dibromo-${\beta$}-phenyl propionate, Etyyl ${\alpha},{\beta$}-dichloro-${\beta$}-(p-chlorophenyl)propionate, 및 dibromo-styrene 等의 化合物을 各種溶媒(dimethly formamide, diethylene glycol, 및 diethylene glyco monomethyl ether 等) 存在下에서 弗化反應을 시켜 보았으며 放射性弗素-18을 追跡子로 使用하여서 위의 化合物들의 弗化카리에 對한 反應度를 檢査하여 보았다. 一般的으로 弗化反應 生成物은 모노弗化物과 脫할로겐된 二重結合物을 生成하였다. diethylglycol 存在下에서 高溫反應시킨 條件下에서는 二重結合生成物이 많았고 diethylene glyco-monoethyl ether 存在下에서 低溫反應시킨 條件下에서는 弗化物이 多量生成하였다. 모노弗化物의 合成方式 및 確認方法에 關하여 說明하였으며 本反應의 合成上의 用途($F^{18}$ 標識化合物包含)에 言及하였다.

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Ni(C6H4-nFn)(CO)2 (C6H4=benzyne, n=1-4) 착물의 구조 및 화학결합 (Structure and Bonding of Ni(C6H4-nFn)(CO)2 (C6H4=benzyne, n=1-4) Complexes)

  • Ghiasi, Reza;Hashemian, Saeedeh;Irajee, Oranoos
    • 대한화학회지
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    • 제55권2호
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    • pp.183-188
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    • 2011
  • Ni$(C_6H_{4-n}F_n)(CO)_2$ ($C_6H_4$=benzyne, n=1-4) 착물의 전자구조 및 성질을 혼성 밀도 함수 B3LYP 이론을 이용하여 조사하였다. Benzyne 고리에 대한 방향족 성질과 벤젠핵과 무관한 화학적이동(NICS)을 분석하였다. 일-, 이- 및 삼-플루오르화 착물 중에서 3-F, 3, 6-F, 및 4-H는 각기 가장 안정한 이성질체였다. 고리 중심 상단의 여러 점에서 계산한 NICS 수치는 이들 착물의 상대 에너지에 의해 구한 값들과 일치하였다. 분자-내-원자(AIM) 분석에서 얻어진 Ni-C 결합거리는 모든 화학종에 대한 고리 임계점의 전자밀도(${\rho}_{rcp}$)와 좋은 상관성을 보였다.