An Exploration of Ferrocenyl Ureas as Enantioselective Electrochemical Sensors for Chiral Carboxylate Anions

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• 作者：Yasmine Willener ; K&eacute ; vin M. Joly ; Christopher J. Moody ; James H. R. Tucker
• 刊名：Journal of Organic Chemistry
• 出版年：2008
• 出版时间：February 15, 2008
• 年：2008
• 卷：73
• 期：4
• 页码：1225 - 1233
• 全文大小：212K
• 年卷期：v.73,no.4(February 15, 2008)
• ISSN：1520-6904

文摘

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The syntheses of a series of chiral ureas containing the redox-active ferrocene group are described. Eachof these bind chiral carboxylates in organic solvents through hydrogen-bonding interactions, as evidencedby spectroscopic and cyclic voltammetry measurements, the latter allowing these guests to beelectrochemically sensed in solution. The enantioselectivity in the complexation of the protected aminoacid N-benzenesulfonylproline by a ferrocenylbenzyl host is high enough to allow opposite enantiomersto be distinguished by electrochemical means.