Synthesis and electrochemical properties of ferrocene-containing N-allylcarbamates: Structure of CH₂CHCH₂-NHCOO-CH₂Fc

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• 作者：Uwe Siegert ; Theunis J. Muller ; Jannie C. Swarts ; ^{swartsjc@ufs.ac.za}
• 关键词：Ferrocene ; Alcohol ; Carbamate ; Urethane ; Allylisocyanate ; Cyclic voltammetry
• 刊名：Polyhedron
• 出版年：2013
• 出版时间：4 March, 2013
• 年：2013
• 卷：51
• 期：Complete
• 页码：41-45
• 全文大小：412 K

文摘

A series of ferrocene-containing N-allylcarbamates, CH₂CHCH₂-NHCOO-(CH₂)_mFc with m = 1-4 and Fc = ferrocenyl, was synthesized by reacting allylisocyanate with different ferrocenylalcohols, Fc-(CH₂)_n-OH (n = 1-4). The electrochemistry of the carbamates was studied by cyclic voltammetry in CH₂Cl₂/0.1 M NⁿBu₄PF₆ utilising a glassy carbon working electrode. The ferrocenyl group showed reversible electrochemistry with the formal reduction potential (E^o¡ä versus FcH/FcH⁺) of the ferrocenyl group inversely proportional to spacer chain length. The single crystal X-ray structure of the complex with m = 1 (monoclinic, P2₁/c space group) explained the good through bond communication that was electrochemically detected between the electron-withdrawing NHCOO group and electron-donating Fc modalities.