Synthesis of Twisted Anthracenes: Induction of Twist Chirality by the Planar Chiral [2.2]Paracyclophane
Synthesis of Twisted Anthracenes: Induction of Twist Chirality by the Planar Chiral [2.2]Paracyclophane
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扭曲蒽的合成：平面手性[2.2]对环芳烷诱导扭曲手性
DOI：
10.1002/asia.202200418
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发表时间：
2022
期刊：
影响因子：
--
通讯作者：
Yasuhiro Morisaki
中科院分区：
文献类型：
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作者：
Motoki Tsuchiya;Ryo Inoue;Kentaro Tanaka;Yasuhiro Morisaki
以平面手性[2.2]对环番为手性支架，通过在1-位和8-位上的链结来缠绕一个蒽环，从而在菲部分诱导扭转手性。得到的分子的手性性质，包括圆二向色性(CD)和圆偏振发光(CPL)，被发现来自于扭转手性。含有长烷基链的类似分子在常温下为粘性液体，其液膜具有良好的CD和CPL轮廓。理论研究确定了这些性质在基态和激发态的来源，很好地再现了实验结果。
Planar chiral [2.2]paracyclophane was employed as chiral scaffolds to twist an anthracene ring by tethering at its 1‐ and 8‐positions; thus, twist chirality was induced in the anthracene moiety. The chiroptical properties of the resulting molecule, including circular dichroism (CD) and circularly polarized luminescence (CPL), were found to be derived from the twist chirality. An analogous molecule bearing long alkyl chains was a viscous liquid at ambient temperature, and its liquid film exhibited good CD and CPL profiles. Theoretical studies are carried out to determine the origin of these properties in the ground and excited states, which reproduced well the experimental results.