扭曲蒽的合成：平面手性[2.2]对环芳烷诱导的扭曲手性
Synthesis of Twisted Anthracenes: Induction of Twist Chirality by the Planar Chiral [2.2]Paracyclophane.
作者信息
Tsuchiya Motoki, Inoue Ryo, Tanaka Kentaro, Morisaki Yasuhiro
机构信息
Department of Applied Chemistry for Environment, School of Biological and Environmental Sciences, Kwansei Gakuin University, 1 Gakuen Uegahara, Sanda, Hyogo, 669-1330, Japan.
出版信息
Chem Asian J. 2022 Aug 1;17(15):e202200418. doi: 10.1002/asia.202200418. Epub 2022 Jun 10.
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.
平面手性[2.2]对环芳烷被用作手性支架，通过在蒽环的1-位和8-位连接来扭曲蒽环；因此，在蒽部分诱导了扭曲手性。发现所得分子的手性光学性质，包括圆二色性（CD）和圆偏振发光（CPL），源自扭曲手性。一种带有长烷基链的类似分子在室温下是粘性液体，其液膜表现出良好的CD和CPL谱。进行了理论研究以确定这些性质在基态和激发态的起源，其很好地再现了实验结果。
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