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基于三芳基硼烷的[7]螺旋烯中三价硼诱导取代基对圆偏振发光信号的依赖性的螺旋桨构型翻转

Propeller Configuration Flipping of the Trivalent Boron-Inducing Substituent Dependence of the Circularly Polarized Luminescence Sign in Triarylborane-Based [7]Helicenes.

作者信息

Li Han-Wei, Li Meng, Zhao Zheng-Hua, Chen Chuan-Feng, Peng Qian, Zhao Cui-Hua

机构信息

School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, People's Republic of China.

Beijing National Laboratory for Molecular Science, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, People's Republic of China.

出版信息

Org Lett. 2021 Jun 18;23(12):4759-4763. doi: 10.1021/acs.orglett.1c01485. Epub 2021 Jun 3.

Abstract

We here disclose two triarylborane-based [7]helicenes, which contain a dimesitylboryl or a 2-(dimesitylboryl)phenyl at position 9 of the [7]helicene skeleton. The change in the peripheral substituent from dimesitylboryl to 2-(dimesitylboryl)phenyl induced doubling of || and sign inversion of the circularly polarized luminescence (CPL). The substituent dependence of the CPL sign is reasonably explained by the propeller configuration flipping of boron, which has a significant influence on the chiroptical properties.

摘要

我们在此披露两种基于三芳基硼烷的[7]螺旋烯,它们在[7]螺旋烯骨架的9位含有一个二甲基硼基或一个2-(二甲基硼基)苯基。外围取代基从二甲基硼基变为2-(二甲基硼基)苯基导致圆偏振发光(CPL)的||加倍和符号反转。CPL符号的取代基依赖性可以通过硼的螺旋桨构型翻转得到合理的解释,这对旋光性质有显著影响。

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