• 제목/요약/키워드: Ferrocenyl group

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X-ray Structure and Electrochemical Properties of Ferrocene-Substituted Metalloporphyrins

  • 김진원;이석우;나용환;이기평;도영규;정세채
    • Bulletin of the Korean Chemical Society
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    • 제22권12호
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    • pp.1316-1322
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    • 2001
  • Transition metal complexes of novel mono- and di-ferrocene-substituted porphyrins have been synthesized and characterized by structural and electrochemical methods. The X-ray structures of Mn(FPTTP)Cl and Mn(DFTTP)Cl showed the distorted square pyramidal coordination geometry with syn configuration of chloride and ferrocenyl substituents. The electrochemistry of ferrocene-substituted porphyrins and their metal complexes has been determined to elucidate the ${\pi}-conjugation$ effect of the porphyrin ring. The ferrocenyl group of H2FPTTP underwent a reversible one-electron transfer process at 0.30 V, indicating the good electron donating effect of the phorphyrin ring to the ferrocene substituent. The redox potential of the ferrocenyl subunit and porphyrin ring was affected by the central metal ions of the metalloporphyrins, that is, Zn(II) and Ni(II) made the oxidation of ferrocene much easier and Mn(III) made it harder. The ferrocene subunits of H2DFTTP interacted electrochemically with each other with peak splitting of 0.21 V. The strength of the electrochemical interactions between the two ferrocenyl substituents can be controlled by central metal ions of metalloporphyrins.

The Potentiometric Studies on the Effects of Various Functional Groups in Disiloxane as an Anion-Selective Ionophore

  • Jung, Hyo-Jin;Lee, Myong-Euy;Lim, Chae-Yun;Paeng, Ki-Jung
    • Bulletin of the Korean Chemical Society
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    • 제26권1호
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    • pp.57-62
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    • 2005
  • The potentiometric responses for various anions are investigated with membrane electrode (membrane 1) based on 1,3-diethyl-1,3-dihydroxy-1,3-bis(2-dimethylaminomethyl ferrocenyl) disiloxane. The nitrate ion-selective electrode based on compound 1 gave a good Nernstian response of 58.18 mV per decade for nitrate with the detection limit of −e5.66 of log [NO3−e]. Compound 1 has all those functional groups and the other two compounds have less functional group of ferrocenyl or ferrocenyl and hydroxide, respectively. Even though, potentiometric response to anions was excellent at pH 5, the selectivity pattern for all three membrane electrode based on series of disiloxane is almost like Hofmeister sequence at pH 5. However, the membrane electrode 1-3 exhibited very different response to anions at pH 7. In this pH, NH2 is not protonated and ionophore may act as neutral carrier. Hydrogen bond may enhance the responsibility to hydrogen acceptors and intramolecular electro-active site may increase the permeability of analyte to ionophore in membrane.

Synthesis of Ferrocenyl and Diphenyl Substituted Bispyridino-18-Crown-6 Ether for Chiral Recognition

  • Jo, Sun-Jin;Jin, Young-Eup;Kim, Jae-Hong;Suh, Hong-Suk
    • Bulletin of the Korean Chemical Society
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    • 제28권11호
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    • pp.2015-2019
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    • 2007
  • The article reports the synthesis of a novel bispyridino-18-crown-6 ether, 7-{[(5S,15S)-5,15-diphenyl- 3,6,14,17-tetraoxa-23,24-diazatricyclo[17.3.1.18,12]tetracosa-1(23),8(24),9,11,19,21-hexaen-10-yl]oxy}heptylferrocenamide 6, bearing the C2-symmetric diphenyl substituents as chiral barriers and the ferrocenyl groups serving as an electrochemical sensor, and its electrochemical study with D- and L-AlaOMe·HCl as the guest by cyclovoltametry.

Electrochemical and Fluorescent Properties of Ferrocenyl Chalcones Containing 1-Naphthalenyl Group: X-ray Crystal Structure of Fc-C(O)CH=CH-(1-Naph)

  • Suh, Woo-Young;Jeon, Hyo-Kyung;Lee, Ji-Yeon;Lim, Chae-Mi;Lee, Su-Kyung;Noh, Dong-Youn
    • Bulletin of the Korean Chemical Society
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    • 제33권2호
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    • pp.443-448
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    • 2012
  • Ferrocenyl chalcones (Fc-C(O)CH=CH-Ar: Fc-Ar) with mono- and di-1-naphthalenyl moieties (Fc-1Naph and Fc-d1Naph) were prepared and spectroscopically characterized. The enone bridge was in the s-cis conformation and the $\pi$-electrons on the C=C bond were further delocalized on the bridge. The naphthalenyl moiety deviates greatly from the enone-Cp plane by $26.9(1)^{\circ}$. Cyclic voltammetry measurements for Fc-1Naph exhibit one reversible cycle for the redox of the ferrocenyl moiety at a lower potential, and one irreversible oxidation peak at the higher potential region. For Fc-d1Naph, the cyclic voltammogram is more featureless. Fluorescence properties for both compounds are active in polar solvents with $\lambda_{em}$ = 500 nm (EtOH) and $\lambda_{em}$ = 512 nm (MeOH) for Fc-1Naph and $\lambda_{em}$ = 496 nm (EtOH) and $\lambda_{em}$ = 508 nm (MeOH) for Fc-d1Naph. The intensity of Fc-d1Naph is more than twice than that of Fc-1Naph. The fluorescence properties for both compounds are inactive in the less polar solvents such as $CH_3CN$, $CH_2Cl_2$ and $CHCl_3$.