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三维完全结合的卡巴波菲林
Xian-Sheng Ke1, Taeyeon Kim2, Qing He1
1Department of Chemistry , The University of Texas at Austin , Austin , Texas 78712-1224 , United States.
Journal of the American Chemical Society
|November 20, 2018
概括
研究人员合成了一种新的,大型的,三维扩展的碳酸. 质子化将这种非芳香分子转化为具有显著更大的腔体和可调节的电子特性的芳香系统.
科学领域:
- 有机化学
- 超分子化学
- 材料科学
背景情况:
- 碳酸是具有独特电子和结构性质的宏环化合物.
- 开发新的三维 (3D) 分子架构对于先进材料至关重要.
- 调整宏循环的芳香度和腔体大小可以带来新的功能.
研究的目的:
- 合成一个完全结合的3D扩展的碳酸.
- 调查在质子化时发生的结构和电子变化.
- 探索这种新型碳酸在可调节应用中的潜力.
主要方法:
- 一合成包括 [2+4] 凝结和氧化.
- 单晶X射线衍射用于结构分析.
- 用光谱技术 (UV-vs-NIR,1H NMR) 和计算方法 (NICS,ACID) 来评估芳香度和电子特性.
主要成果:
- 成功合成了一种具有形结构的新型3D扩展碳酸 (2).
- 作为制备的碳酸是无芳香的,具有接近零的NICS值.
- 用三酸进行质子化会诱导全方位的芳香度,由较大的负NICS值和较长的激发状态寿命证明.
- 质子化显著增加了腔体大小,大约为143 Å3.
结论:
- 迄今为止最大的三维结构已准备好.
- 质子化是一种有效的策略来调整这种carbaporphyrin的芳香度和腔体尺寸.
- 这项工作为设计具有可控制电子和结构特性的功能性宏循环材料开辟了道路.
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