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Planar Anthracene–Acetylene Frameworks as a Stereogenic Motif

机译:平面蒽 - 乙炔框架作为立体基序

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Abstract Planar and rigid frameworks that consist of two 1,8‐substituted anthracene units and two acetylene linkers were utilized as key structures for the generation of stereoisomers through the introduction of extra substituents. These compounds were synthesized from 1,8‐substituted anthracene building units by a combination of coupling reactions. We designed diastereomers, enantiomers, and topomers by modifying the combination of the two linkers and the number of substituents at sterically crowded intraannular positions. The molecular structures, stereochemistry, and properties of these compounds were investigated by means of spectroscopic techniques and theoretical calculations. A prochiral cyclic dimer with one extraannular substituent was designed to generate a stereochemical phenomenon in two dimensions. Scanning tunneling microscopy measurements revealed that the molecules formed a self‐assembled monolayer at the liquid–solid interface in a conglomerate‐type manner. The scope and potential of the macrocyclic frameworks in studies of π‐conjugated compounds are presented.
机译:由两种1,8-取代的蒽单元和两种乙炔连接物组成的抽象平面和刚性框架被用作通过引入额外取代基来产生立体异构体的关键结构。通过偶联反应的组合从1,8-取代的蒽结构合成这些化合物。我们通过在空间上的纪元位置调节两个接头和取代基的组合来设计非对映异构体,对映异构体和拓扑。通过光谱技术和理论计算研究了这些化合物的分子结构,立体化学和性质。设计具有一种特殊取代基的促血循环二聚体以产生两个维度的立体化学现象。扫描隧穿显微镜测量显示,分子以嵌杆型方式在液体固体界面处形成自组装单层。介绍了π缀合化合物研究中的宏环框架的范围和潜力。

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