调整六氨酸纳米环的周长
Renée Haver1, Lara Tejerina1, Hua-Wei Jiang1
1Department of Chemistry , University of Oxford, Chemistry Research Laboratory , Oxford OX1 3TA , United Kingdom.
Journal of the American Chemical Society
|April 25, 2019
概括
合成不同碳环的非对称循环氨酸纳米环显著改变模板结合亲和力. 在这些宏观循环中打破对称性,可以精确控制主机-客户互动和电子特性.
科学领域:
- 超分子化学
- 有机合成
- 材料科学
背景情况:
- 由于重复的结构单元,宏观循环通常表现出高对称性.
- 在宏观循环中打破对称性提供了微调主机-客户互动和电子属性的途径.
研究的目的:
- 用混合乙烯 (C2) 和丁烯 (C4) 结合剂合成和表征非对称的循环胺.
- 与对称类型相比,研究对称性破坏对模板结合亲和力和电子行为的影响.
主要方法:
- 不对称和对称的循环氨酸六合体的模板导向合成.
- 谱分析 (吸收和光) 用于评估电子特性.
- 计算分析 (DFT计算) 用于估计环应变和结合亲缘关系.
主要成果:
- 在插入两个额外的碳原子后,在较小的纳米链中观察到模板亲和度的惊人增加3 × 10^9,达到~10^38 M-1.
- 从更大的纳米环中去除两个碳原子对模板亲和力产生了微不足道的影响.
- 合成纳米环中的环应变量估计为90-130kJmol-1.
- 对称性破坏极少影响吸收和光特性,保持循环移位激发状态的低辐射率.
结论:
- 不对称的循环氨酸纳米环具有显著增强和可调节的宿主-客体结合特性.
- 通过对称性破坏对纳米线圈的精确控制对于优化分子识别至关重要.
- 电子特性,包括光物理行为,在很大程度上不受对称性破坏的影响,这表明强大的非局部激发状态.
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