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基于三蝶烯的三脚架分子平台

Triptycene-Based Tripodal Molecular Platforms.

作者信息

Bastien Guillaume, Severa Lukáš, Škuta Martin, Santos Hurtado Carina, Rybáček Jiří, Šolínová Veronika, Císařová Ivana, Kašička Václav, Kaleta Jiří

机构信息

Institute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences, Flemingovo nám. 2, 160 00, Prague 6, Czech Republic.

Department of Inorganic Chemistry, Faculty of Science, Charles University in Prague, Hlavova 2030, 128 40, Prague 2, Czech Republic.

出版信息

Chemistry. 2024 Oct 8;30(56):e202401889. doi: 10.1002/chem.202401889. Epub 2024 Sep 16.

Abstract

Molecular platforms are essential components of various surface-mounted molecular devices. Here, we document the synthesis of two universal triptycene-based tripodal pedestals featuring terminal alkynes in the axial position. We showcase their versatility by incorporating them into the structures of diverse functional molecules such as unidirectional light-driven molecular motors, photoswitches, and Brownian molecular rotors using standard cross-coupling reactions. We also present their fundamental physical properties, including acidity constants, data from differential scanning calorimetry, and crystallographic analysis of two parent and five derived structures. Finally, and importantly, we demonstrate that the photochemical properties of selected photoswitch representatives remain uncompromised when fused with tripods.

摘要

分子平台是各种表面安装分子器件的重要组成部分。在此,我们记录了两种通用的基于三蝶烯的三脚架基座的合成,其轴向位置带有末端炔烃。我们通过使用标准交叉偶联反应将它们纳入各种功能分子的结构中,如单向光驱动分子马达、光开关和布朗分子转子,展示了它们的多功能性。我们还介绍了它们的基本物理性质,包括酸度常数、差示扫描量热法数据以及两个母体结构和五个衍生结构的晶体学分析。最后,也是重要的一点,我们证明了所选光开关代表与三脚架融合时,其光化学性质不会受到影响。

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