About: Synthesis, Molecular Structure, and Electrochemistry of 1-Ferrocenyl-1,2-dicarba-closo-dodecaboranes     Goto   Sponge   NotDistinct   Permalink

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Description
  • Bis(dimethylsulfido)decaborane, 6,9-(Me2S)2-arachno-B10H12, reacts smoothly with ferrocenyl alkynes FcCCR [1ah; Fc = ferrocenyl, R = H (1a), CH3 (1b), Ph (1c), 4-MeO2CC6H4 (1d), Fc (1e), CCFc (1f), C(O)CH3 (1g), and CO2CH2CH3 (1h)] to afford the corresponding 1-ferrocenyl-1,2-dicarba-closo-dodecaboranes 2ah in good yields. Ester 2h was further reduced to the respective hydroxymethyl derivative, 1-Fc-2-CH2OH-1,2-closo-C2B10H10 (3). The reaction of 6,9-(Me2S)2-B10H12 with FcCCSiMe3 proceeded in a different manner to produce (among other products) an SMe2 adduct of an opened decaborane substituted with a 2-ferrocenyl-2-(trimethylsilyl)ethen-1-yl group (4). This compound probably results through hydroboration of the starting alkyne and migration of the SiMe3 group. All prepared compounds were characterized by spectroscopic methods (1H, 13C, and 11B NMR spectroscopy, IR spectroscopy, and mass spectrometry), and their molecular structures were determined by single-crystal X-ray diffraction analysis. In addition, the compounds were studied by cyclic and differential pulse voltammetry on a platinum disc electrode to reveal simple ferrocenyl-centered oxidations for the singly ferrocenylated carboranes and two consecutive oxidation waves for compounds 2e and 2f, which possess two ferrocenyl substituents.
  • Bis(dimethylsulfido)decaborane, 6,9-(Me2S)2-arachno-B10H12, reacts smoothly with ferrocenyl alkynes FcCCR [1ah; Fc = ferrocenyl, R = H (1a), CH3 (1b), Ph (1c), 4-MeO2CC6H4 (1d), Fc (1e), CCFc (1f), C(O)CH3 (1g), and CO2CH2CH3 (1h)] to afford the corresponding 1-ferrocenyl-1,2-dicarba-closo-dodecaboranes 2ah in good yields. Ester 2h was further reduced to the respective hydroxymethyl derivative, 1-Fc-2-CH2OH-1,2-closo-C2B10H10 (3). The reaction of 6,9-(Me2S)2-B10H12 with FcCCSiMe3 proceeded in a different manner to produce (among other products) an SMe2 adduct of an opened decaborane substituted with a 2-ferrocenyl-2-(trimethylsilyl)ethen-1-yl group (4). This compound probably results through hydroboration of the starting alkyne and migration of the SiMe3 group. All prepared compounds were characterized by spectroscopic methods (1H, 13C, and 11B NMR spectroscopy, IR spectroscopy, and mass spectrometry), and their molecular structures were determined by single-crystal X-ray diffraction analysis. In addition, the compounds were studied by cyclic and differential pulse voltammetry on a platinum disc electrode to reveal simple ferrocenyl-centered oxidations for the singly ferrocenylated carboranes and two consecutive oxidation waves for compounds 2e and 2f, which possess two ferrocenyl substituents. (en)
Title
  • Synthesis, Molecular Structure, and Electrochemistry of 1-Ferrocenyl-1,2-dicarba-closo-dodecaboranes
  • Synthesis, Molecular Structure, and Electrochemistry of 1-Ferrocenyl-1,2-dicarba-closo-dodecaboranes (en)
skos:prefLabel
  • Synthesis, Molecular Structure, and Electrochemistry of 1-Ferrocenyl-1,2-dicarba-closo-dodecaboranes
  • Synthesis, Molecular Structure, and Electrochemistry of 1-Ferrocenyl-1,2-dicarba-closo-dodecaboranes (en)
skos:notation
  • RIV/00216208:11310/13:10139220!RIV14-GA0-11310___
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • I, P(GAP207/11/0338), P(GAP207/11/0705), Z(MSM0021620857)
http://linked.open...iv/cisloPeriodika
  • 15
http://linked.open...vai/riv/dodaniDat
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  • 109515
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  • RIV/00216208:11310/13:10139220
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  • addition; electrochemistry; structure elucidation; metallocenes; carboranes (en)
http://linked.open.../riv/klicoveSlovo
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  • GB - Spojené království Velké Británie a Severního Irska
http://linked.open...ontrolniKodProRIV
  • [32721C9EE17A]
http://linked.open...i/riv/nazevZdroje
  • European Journal of Inorganic Chemistry
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http://linked.open...vavai/riv/projekt
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  • neuveden
http://linked.open...iv/tvurceVysledku
  • Císařová, Ivana
  • Kotora, Martin
  • Štěpnička, Petr
  • Janoušek, Zbyněk
  • Korotvička, Aleš
  • Šnajdr, Ivan
http://linked.open...ain/vavai/riv/wos
  • 000318917700012
http://linked.open...n/vavai/riv/zamer
issn
  • 1434-1948
number of pages
http://bibframe.org/vocab/doi
  • 10.1002/ejic.201300110
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  • 11310
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