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将固有手性和诱导手性整合到亚酞菁类似物中。

Integration of inherent and induced chirality into subphthalocyanine analogue.

作者信息

Zhao Luyang, Qi Dongdong, Wang Kang, Wang Tianyu, Han Bing, Tang Zhiyong, Jiang Jianzhuang

机构信息

Beijing Key Laboratory for Science and Application of Functional Molecular and Crystalline Materials, Department of Chemistry, University of Science and Technology Beijing, Beijing 100083, China.

Laboratory of Nanomaterials, National Center for Nanoscience and Technology, Beijing 100190, China.

出版信息

Sci Rep. 2016 Jun 13;6:28026. doi: 10.1038/srep28026.

Abstract

Conventional conjugated systems are characteristic of only either inherent or induced chirality because of synthetic challenge in combination of chiral segment into the main chromophore. In this work, chiral binaphthyl segment is directly fused into the central chromophore of a subphthalocyanine skeleton, resulting in a novel type of chiral subphthalocyanine analogue (R/S)-1 of integrated inherent and induced chirality. Impressively, an obviously enhanced optical activity is discerned for (R/S)-1 molecules, and corresponding enhancement mechanism is elucidated in detail. The synthesis strategy based on rational molecular design will open the door towards fabrication of chiral materials with giant optical activity, which will have great potential in chiroptical devices.

摘要

由于将手性片段结合到主发色团中存在合成挑战,传统共轭体系仅具有固有或诱导手性的特征。在这项工作中,手性联萘片段直接融合到亚酞菁骨架的中心发色团中,产生了一种新型的兼具固有和诱导手性的手性亚酞菁类似物(R/S)-1。令人印象深刻的是,(R/S)-1分子表现出明显增强的光学活性,并详细阐明了相应的增强机制。基于合理分子设计的合成策略将为制备具有巨大光学活性的手性材料打开大门,这在手性光学器件中具有巨大潜力。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9a99/4904797/413b3d99c3ee/srep28026-f1.jpg

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