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Solvent and Temperature Effects on Dynamics and Chiroptical Properties of Propeller Chirality and Toroidal Interaction of Hexaarylbenzenes
The Journal of Physical Chemistry A ( IF 2.9 ) Pub Date : 2018-08-13 00:00:00 , DOI: 10.1021/acs.jpca.8b06535
Tomoyo Kosaka 1 , Satono Iwai 1 , Yoshihisa Inoue 1 , Toshiyuki Moriuchi 1 , Tadashi Mori 1
Affiliation  

Because of the unique interaction of radial aromatic blades, propeller-shaped hexaarylbenzenes (HABs) attract much research interest and find various practical applications. By introducing a small point-chiral group at the tip of aromatic blade(s), HAB becomes propeller-chiral to exhibit strong Cotton effects. Because of the dynamic nature of propeller chirality, the chiroptical properties of HAB critically responded to minute changes in the environment. Using a series of chiral HABs with one to six (R)-1-methylpropyloxy substituent(s) introduced at the blade tip, we elucidated how the smallest chiral auxiliary at the HAB periphery progressively and cooperatively boosts the overall chiroptical properties and also how subtle changes in temperature and solvent structure affect the propeller dynamics and thus the chiroptical responses. The unique features of propeller-chiral HABs further enabled us to switch on/off their circularly polarized luminescence.

中文翻译:

溶剂和温度对六芳基苯推进剂手性和环型相互作用动力学和手性的影响

由于径向芳族叶片的独特相互作用,螺旋桨形六芳基苯(HAB)引起了很多研究兴趣,并找到了各种实际应用。通过在芳族叶片的末端引入一个小的手性基团,HAB变成了螺旋手性,表现出很强的棉花效应。由于螺旋桨手性的动力学性质,HAB的手性对环境中的微小变化至关重要。将一系列手性HAB与1-6(R)-1-甲基丙氧基取代基引入到叶尖,我们阐明了HAB外围的最小手性助剂如何逐步并协同提高整体手性,以及温度和溶剂结构的细微变化如何影响螺旋桨动力学,因此按摩疗法的反应。螺旋桨-手性HAB的独特功能进一步使我们能够打开/关闭其圆偏振发光。
更新日期:2018-08-13
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