• Title/Summary/Keyword: Aromatic dihalides

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Synthesis and Characterization of Poly(arylene-ethynylene)s with Ferrocene Unit by Reaction of 1,1'-Bis(ethynyldimethylsilyl)ferrocene and Aromatic Dihalides

  • Lee, In-Sook;Lee, Chong-Gu;Kwak, Young-Woo;Gal, Yeong-Soon
    • Bulletin of the Korean Chemical Society
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    • v.30 no.2
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    • pp.309-314
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    • 2009
  • New poly(arylene-ethynylene)s with silicon-containing ferrocene moiety in the polymer main chain were synthesized via the C-C bond forming reactions of 1,1´-bis(ethynyldimethylsilyl)ferrocene and various aromatic dihalides in high yields. The aromatic dihalides include 1,4-dibromobenzene, 4,4´-dibromobiphenyl, 9,10-dibromoanthracene, 2,5-dibromopyridine, 2,5-dibromothiophene, and 2,6-diiodo-4-nitroaniline. The polymer structures and properties were characterized by such instrumental methods as NMR $(^1H-,\;^{13}C-,\;and\;^{29}Si-)$, IR, UV-visible spectroscopies and TGA/DSC. The spectral data indicated that the present polymers have the regular alternating structure of 1,1´-bis(ethynyldimethylsilyl)ferrocenylene and arylene units. The resulting polymers were completely soluble in such organic solvents as methylene chloride, chloroform, benzene, chlorobenzene, and THF. The thermal behaviors of the resulting polymers were examined.

Synthesis and Characterization of Oligomers Composed of Alternating 2,5-Bis(ethynylenedimethylsilylene)thienylene and Arylene Units

  • Kwak, Young-Woo;Lee, Kyung-Koo;Cha, Seung-Hun;Lee, Sang-Koo;Lee, In-Sook;Park, Yong-Tae;Lee, Jae-Keun;Yoh, Soo-Dong;Kim, Woo-Sik
    • Bulletin of the Korean Chemical Society
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    • v.24 no.4
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    • pp.479-483
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    • 2003
  • The reactions of 2,5-bis(ethynyldimethylsilyl)thiophene (1) with aromatic dihalides(1,4-dibromobenzene, 4,4'- dibromobiphenyl, 9,10-dibromoanthracene, 2,5-dibromopyridine, 2,5-dibromothiophene, and 2,6-diiodo-4- nitroaniline) were carried out in the presence of a $[(PPh_3)_2PdCl_2]$-CuI catalyst in refluxing triethylamine to give poly{[2,5-bis(ethynylenedimethylsilylene)thienylene](arylene)} (2-7) with molecular weights of 2200-7400. The oligomers reveal characteristic absorption in the UV/visible region. The thermal behavior of 2-7 was examined by thermogravimetric analysis in an argon atmosphere.

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

  • You Sun Kim;Ki Soo Kim
    • Journal of the Korean Chemical Society
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    • v.13 no.1
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    • pp.68-74
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    • 1969
  • Flourination of Ethyl, ${\alpha},{\beta$}-dichloro-${\beta$}-phenyl propionate, Ethyl ${\alpha},{\beta$}-dibromo ${\beta$}-phenyl propionate, Ethyl ${\alpha},{\beta$}-dichloro ${\beta$}-(p-chloro-phenyl) propionate, and dibromostyrene by potassium fluoride were investigated in presence of dimethyl formamide, diethylene glycol, and diethylene glycol monomethyl-ether. The reactivity of these organic halogen esters and hydrocarbons towards potassium fluoride was checked further by means of radioactive fluorine-18. tracer. Generally, the reaction gave monofluoride together with dehalogenated olefin. The formation of olefine was increased when the reaction was done at high reaction temperature in presence of diethylene glycol, whereas the lower reaction temperature in presence of diethyleneglycol monomethyl ether favored the formation of mono fluoride in a good yield. The procedures and methods of the identification of monofluorides were described and the feasibility of this reaction of fluorine containing ester including the F-18 labelled compounds was discussed.

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