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首页> 外文期刊>Chemistry: A European journal >Steroid-Bridged Thiophenes:Synthesis and Self-Organization at the Solid/Liquid Interface
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Steroid-Bridged Thiophenes:Synthesis and Self-Organization at the Solid/Liquid Interface

机译：类固醇桥接噻吩：固/液界面的合成与自组织

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摘要

The synthesis of the oligothiophene 6a as well as the terminally mono- and diformylated oligothiophenes 6b and 6c,, in which mono-and bithiophene units are bridged by androstene, is described. Starting from epiandrostane the thiophene units were linked in positions 3 and 17 by Grignard reaction. The synthesis was accomplished by introduction of formyl groups. The self-organization of compounds 6 on highly oriented pyrolytic graphite at the liquid/solid interface was studied by STM. Derivatives 6a,b,c spontaneously formed ordered monolayers on graphite, although neither are they planar nor do they have alkyl chains. Due to their different energy gaps in all cases the thiophene units were imaged as bright areas and the steroid unit as a dark area representing a novel type of surface structureing. While 6a and 6b are loosely packed, resuling in an area per molecule of 3 nm~2, the dialdehyde 6c selfassembles to form a closely packed monolayer (area per molecule 2 nm~2) obviouly owing to interactions between the formyl groups.
机译：描述了低聚噻吩6a以及末端单-和二甲酰化的低聚噻吩6b和6c的合成，其中单和联噻吩单元被雄烯桥连。从表雄甾烷开始，噻吩单元通过格氏反应在3和17位连接。通过引入甲酰基完成合成。 STM研究了在液/固界面上高取向热解石墨上化合物6的自组织。衍生物6a，b，c自发地在石墨上形成有序的单层，尽管它们既不是平面的也不具有烷基链。由于在所有情况下它们的能隙不同，噻吩单元被成像为亮区，而类固醇单元被成像为暗区，代表了新型的表面结构。当6a和6b松散地堆积时，每分子的面积为3nm 2，而二醛6c由于甲酰基之间的相互作用而明显地自组装形成紧密堆积的单层（每分子2nm 2的面积）。

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