Surface-confined conformers and coassembly-induced conformer resolution.
Surface-confined conformers and coassembly-induced conformer resolution.
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DOI：
10.1021/la202076z
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发表时间：
2011-07
期刊：
影响因子：
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通讯作者：
Cui-Zhong Guan;Ting Chen;Jingshu Wu;Qing Chen;Dong Wang;P. Stang;L. Wan
中科院分区：
文献类型：
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作者：
Cui-Zhong Guan;Ting Chen;Jingshu Wu;Qing Chen;Dong Wang;P. Stang;L. Wan
立体异构现象是一个基本的化学问题，由于其在有机化学、生物学和药理学中的重要性而得到了广泛的研究。具有可自由旋转单键的分子具有许多可相互转化的构象异构体。本文以偶氮苯-3，3-二甲酸（ADA-33）为模型化合物，研究了表面吸附诱导的构象异构体拆分。用扫描隧道显微镜观察到了在高取向热解石墨（HOPG）表面上由反式构象异构体组成的两个线性组装相。在与1-辛酸（OA）的共沉积作用下，ADA-33只能识别一种反式构象，形成ADA-33和OA条纹交替排列的双组分组装体，这可能是ADA-33和OA在HOPG表面的外延组装，构象I和OA分子之间存在弱氢键。结果是有意义的歧视和分辨率的构象在固体表面上，并提供分子的见解到表面上的共吸附组装。
Stereoisomerism is a fundamental chemistry issue and has been intensively investigated because of its importance in organic chemistry, biology, and pharmacology. Molecules with freely rotatable single bonds have many interconvertable conformers. Herein, we report the surface-adsorption-induced conformer resolution by employing azobenzene-3,3-dicarboxylic acid (ADA-33) as a model compound. Two linear assembly phases composed of trans conformers on a highly oriented pyrolytic graphite (HOPG) surface are observed by scanning tunneling microscopy. With the codeposition with 1-octanoic acid (OA), only one trans conformer of ADA-33 can be recognized by OA to form a two-component assembly with alternately arranged ADA-33 and OA stripes, which can be attributed to the epitaxial assembly of ADA-33 and OA on the HOPG surface, and weak hydrogen bonding exists between conformer I and OA molecules. The results are of significance with respect to the discrimination and resolution of conformers on a solid surface and provide molecular insights into the coadsorption assembly on the surface.