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Circularly Polarized Luminescence of Chiral Perylene Diimide Based Enantiomers Triggered by Supramolecular Self-Assembly

机译:超分子自组装引发的手性Per二酰亚胺基对映体的圆偏振发光

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摘要

Two perylene diimide (PDI) enantiomers (D/L-PDI) incorporating the D/L-alanine moiety have been designed and synthesized. D/L-PDI in chloroform displays bright-yellow fluorescence that is redshifted to orange-red when the solvent contains a methanol fraction of 99 vol %. No circular dichroism (CD) or circularly polarized luminescence (CPL) signals were observed for D/L-PDI enantiomers in CHCl3. Interestingly, the D/L-PDI enantiomers exhibit clear mirror-image Cotton effects and CPL emission in the aggregate state. The optical anisotropy factor (g(lum)) is as high as 0.02 at f(m)= 99%, which can be attributed to self-assembly through intermolecular pi-pi interactions in the aggregate state.
机译:已经设计并合成了两种结合有D / L-丙氨酸部分的per二酰亚胺(PDI)对映体(D / L-PDI)。氯仿中的D / L-PDI显示亮黄色荧光,当溶剂中甲醇含量为99 vol%时,该荧光会红移为橙红色。在CHCl3中未观察到D / L-PDI对映异构体的圆二色性(CD)或圆偏振发光(CPL)信号。有趣的是,D / L-PDI对映异构体在聚集态下表现出清晰的镜像棉花效应和CPL发射。光学各向异性因子(g(lum))在f(m)= 99%时高达0.02,这可以归因于聚集态下分子间pi-pi相互作用引起的自组装。

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