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首页> 外文期刊>Polyhedron: The International Journal for Inorganic and Organometallic Chemistry >Synthesis and electrochemical properties of a series of ferrocene-containing alcohols
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Synthesis and electrochemical properties of a series of ferrocene-containing alcohols

机译:一系列含二茂铁的醇的合成及电化学性能

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A series of primary ferrocenylalcohols, Fc-(CH2)(m)-OH with m = 1-4 and Fc = ferrocenyl, was synthesised by reduction of the appropriate ferrocenylcarboxylic acids, Fc - (CH2)(n)- COOH (n = 0-3) and the ester methyl 4-ferrocenylbutanoate with LiAIH(4), the reduction of the gamma-ketoacid ferrocylpropanoic acid, Fc-CO-(CH2)(2)-COOH, with AlCl3/LiAlH4, and the reduction of ferrocenylcarboxaldehyde, FcCHO, with NaBH4. The secondary ferrocenyl alcohols CpFe(C5H4-CH(OH)-CH3) and Fe(C5H4-CH(OH)-CH3)(2) were obtained by NaBH4 reduction of acetyl and diacetyl ferrocene. The different reduction methods are compared. The electrochemistry of the alcohols was studied by cyclic voltarnmetry in CH3CN/0.1 M N("BU)(4)PF6 utilising a platinum working electrode. The ferrocenyl group showed reversible electrochemistry with the formal reduction potential (E-o ' versus Fc/Fc(+)) of the ferrocenyl group inversely proportional to side chain length. The influence of the side chain length on E-O ' was more pronounced for the acids because the electron-withdrawing properties of the carbonyl group is stronger than that of the alcohol group. Ion pairing was found to play a major role in the electrochemical behaviour of ferrocenylmethanol, Fc-CH2-OH. (c) 2005 Elsevier Ltd. All rights reserved.
机译:通过还原合适的二茂铁基羧酸Fc-(CH2)(n)-COOH(n = 1-4)合成一系列伯二茂铁基醇Fc-(CH2)(m)-OH,m = 1-4和Fc =二茂铁基0-3)和4-Li-二茂铁基丁酸甲酯与LiAIH(4)的酯,γ-酮酸亚铁酰基丙酸Fc-CO-(CH2)(2)-COOH与AlCl3 / LiAlH4的还原以及二茂铁基甲醛的还原,FcCHO和NaBH4。二茂铁基二茂铁醇CpFe(C5H4-CH(OH)-CH3)和Fe(C5H4-CH(OH)-CH3)(2)是通过NaBH4还原乙酰基和二乙酰基二茂铁而获得的。比较了不同的还原方法。使用铂工作电极,通过循环伏安法在CH3CN / 0.1 MN(“ BU)(4)PF6中研究了醇的电化学反应。二茂铁基团具有可逆的电化学反应,具有形式上的还原电势(Eo'对Fc / Fc(+)二茂铁基的侧链长度与侧链长度成反比,对于酸,侧链长度对EO'的影响更为明显,因为羰基的吸电子性能强于醇基。被发现在二茂铁基甲醇Fc-CH2-OH的电化学行为中起主要作用(c)2005 Elsevier Ltd.保留所有权利。

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