Chu Zhuping, Liu Hengxin, Wu Tianlu, Wang Chen, Wei Wen-Mei, Zheng Ren-Hui, Lu Dapeng, Liu Rui
Inflammation and Immune Mediated Diseases Laboratory of Anhui Province, Anhui Institute of Innovative Drugs, School of Pharmacy, Anhui Medical University, 81 Meishan Road, Hefei Anhui Province, 230032, P. R. China.
School of Basic Medical Sciences, Anhui Medical University, 81 Meishan Road, Hefei, Anhui Province, 230032, P. R. China.
Chempluschem. 2024 Nov;89(11):e202400359. doi: 10.1002/cplu.202400359. Epub 2024 Sep 12.
We herein report the facile synthesis of two helical carbon nanorings with small ring sizes, cyclo[6]paraphenylene-1,5-naphthylene ([6]CPPNap), and cyclo[6]paraphenylene-1,5-anthrylene ([6]CPPAn). The structures were determined by NMR and HR-MS. X-ray single-crystal data of [6]CPPNap was also achieved. The strain energy and racemization processes were investigated by DFT calculations. The reduced ring sizes result in increased ring strain and elevated energy barriers. The photophysical properties were studied by UV-Vis absorption, fluorescence emission, and time-resolved fluorescence decay.
我们在此报告了两种小环尺寸的螺旋碳纳米环，即环[6]对亚苯基-1,5-萘撑（[6]CPPNap）和环[6]对亚苯基-1,5-蒽撑（[6]CPPAn）的简便合成方法。通过核磁共振（NMR）和高分辨质谱（HR-MS）确定了其结构。还获得了[6]CPPNap的X射线单晶数据。通过密度泛函理论（DFT）计算研究了应变能和外消旋化过程。减小的环尺寸导致环应变增加和能垒升高。通过紫外-可见吸收、荧光发射和时间分辨荧光衰减研究了光物理性质。
