Synthetic Control of Photophysical Process and Circularly Polarized Luminescence of [5]Carbohelicene Derivatives Substituted by Maleimide Units
Synthetic Control of Photophysical Process and Circularly Polarized Luminescence of [5]Carbohelicene Derivatives Substituted by Maleimide Units
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DOI：
10.1021/acs.jpcc.6b01344
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发表时间：
2016-04
影响因子：
3.7
通讯作者：
Hayato Sakai;Takako Kubota;J. Yuasa;Y. Araki;T. Sakanoue;T. Takenobu;T. Wada;T. Kawai;Taku Hasobe
中科院分区：
文献类型：
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作者：
Hayato Sakai;Takako Kubota;J. Yuasa;Y. Araki;T. Sakanoue;T. Takenobu;T. Wada;T. Kawai;Taku Hasobe
设计并合成了一系列由吸电子马来酰亚胺和给电子甲氧基取代的[5]碳螺烯衍生物，如马来酰亚胺取代的[5]碳螺烯（HeliIm）和甲氧基取代的[5]碳螺烯（MeO-HeliIm），研究了它们的电化学性质、激发态动力学和圆偏振发光（CPL）.首先，通过与结构异构体：picene衍生物的比较，对[5]碳螺烯衍生物进行了电化学测量和DFT计算。与[5]碳螺烯（Heli）相比，将吸电子马来酰亚胺基团引入到[5]碳螺烯核上有助于HeliIm中稳定的LUMO态，而通过将供电子甲氧基（MeO）基团引入到HeliIm骨架上，MeO-HeliIm中HOMO态的能级增加。MeO-HeliIm的HOMO-LUMO能隙比HeliIm和Heli的HOMO-LUMO能隙小，这与稳态光谱测量结果相似。绝对荧光...
A series of [5]carbohelicene derivatives substituted by electron-withdrawing maleimide and electron-donating methoxy, such as maleimide-substituted [5]carbohelicene (HeliIm) and methoxy-substituted HeliIm (MeO-HeliIm), were newly designed and synthesized to examine the electrochemical properties, excited-state dynamic and circularly polarized luminescence (CPL). First, electrochemical measurements and DFT calculations of [5]carbohelicene derivatives were performed by comparing with the structural isomers: picene derivatives. Introduction of an electron-withdrawing maleimide group onto a [5]carbohelicene core contributes to the stabilized LUMO state in HeliIm as compared to that of [5]carbohelicene (Heli), whereas the energy level of HOMO state in MeO-HeliIm increases by introducing electron-donating methoxy (MeO) groups onto a HeliIm skeleton. The HOMO–LUMO gap of MeO-HeliIm is smaller than those of HeliIm and Heli, which is similar to the steady-state spectroscopic measurements. The absolute fluorescence...