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Citation: WEN Guo-Hua, XU Yun, WEN Guo-Yong, LUO Mei-Hua, LI Shu-Chen. Synthesis and Characterization of Some Bis-ferrocenylalkanes[J]. Chinese Journal of Applied Chemistry, ;2005, 22(7): 768-771. shu

Synthesis and Characterization of Some Bis-ferrocenylalkanes

1.
a College of Chemistry and Chemical Engineering, Inner Mongolia University, Huhhot 010021;
2.
b Institute of Chemistry, Chinese Academy of Science, Beijing

Corresponding author: WEN Guo-Hua,
Received Date: 29 August 2004
Available Online: 19 November 2004
Fund Project: 内蒙古自然科学基金资助项目(200208020121) (200208020121)

Ferrocene was condensed with aldehyde in toluene with the mixture of methanol and concentrated sulfuric acid as the catalyst.The condensation reactions of ferrocene with aldehyde acetal and with the mixture of aldehyde,methanol and micro-amount of concentrated sulfuric acid were compared.It was found that the results of the two methods were similar.However,the process of synthesizing aldehyde acetal was not necessary in the later method.After the unreacted ferrocene was removed via vacuum sublimation,eight 1,1-bisferrocenylalkanes were obtained with chromatography.The structures of these compounds were characterized by means of elemental analysis,IR and ¹H NMR spectra.The characteristic bands of these compounds are in the range of 3 080~3 096 cm^-1 for ν_C-H(Fc-H) in IR spectra.In the ¹H NMR spectra,the peaks of the protons attached to the bridge carbon atoms are shifted to lower field and their chemical shifts (δ) are about 3.0.The mass spectra and electrochemical properties of 1,1-bisferrocenylhexane were also determined.Both molecular ion peak at m/z=454.1 and fragment ion peak of (Fc)₂CH⁺at m/z=383.0 are base peaks.The electrochemical properties of 1,1-bisferrocenylhexane show that there are two pairs of oxidation and reduction peaks,corresponding to Fe(Ⅱ)Fe(Ⅱ)↔Fe(Ⅱ)Fe(Ⅲ) and Fe(Ⅱ)Fe(Ⅲ)↔Fe(Ⅲ)Fe(Ⅲ) respectively.The two electrochemical reactions are reversible.
- condensation,
- bisferrocenylalkane,
- synthesis,
- characterization
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