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Tetradecylferrocene:  Ordered Molecular Array of an Organometallic Amphiphile in the Crystal and in a Two-dimensional Assembled Structure on a Surface

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posted on 28.03.2006, 00:00 authored by Katrin Wedeking, Zhongcheng Mu, Gerald Kehr, Roland Fröhlich, Gerhard Erker, Lifeng Chi, Harald Fuchs
Tetradecylferrocene (4, Fc-(CH2)13CH3) was synthesized via lithiation of ferrocene by treatment with tert-butyl lithium, followed by alkylation with 1-bromotetradecane. Complex 4 forms a physisorbed ordered molecular monolayer on the surface of highly oriented pyrolytic graphite (HOPG) that was analyzed by scanning tunneling microscopy (STM). It features a lamellar structure with single rows of ferrocenyl moieties separating connecting areas formed by the long alkyl chains which are arranged parallel to each other. The ordering principle of 4 on the surface can be related to the arrangement of Fc-(CH2)13CH3 molecules in the three-dimensional crystal lattice.