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ortho‐Phenylene‐Bridged Hybrid Nanorings of 2,5‐Pyrrolylenes and 2,5‐Thienylenes
Asian Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2019-04-18 , DOI: 10.1002/ajoc.201900168 Fengkun Chen 1 , Jinseok Kim 2 , Yusuke Matsuo 1 , Yongseok Hong 2 , Dongho Kim 2 , Takayuki Tanaka 1 , Atsuhiro Osuka 1
Asian Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2019-04-18 , DOI: 10.1002/ajoc.201900168 Fengkun Chen 1 , Jinseok Kim 2 , Yusuke Matsuo 1 , Yongseok Hong 2 , Dongho Kim 2 , Takayuki Tanaka 1 , Atsuhiro Osuka 1
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Hybrid nanorings composed of 2,5‐pyrrolylene, 2,5‐thienylene, and bridging ortho‐phenylene were synthesized by strategic cross‐coupling reactions, and their structures were unambiguously revealed by X‐ray diffraction analysis. These nanorings showed highly twisted structures in the solid‐state, while exhibiting symmetric 1H NMR spectra, indicating their conformational flexibilities in solution. The photophysical and electrochemical properties of these nanorings were studied in detail by UV/Vis and fluorescence spectroscopy, femto‐second laser‐based spectroscopy, and cyclic voltammetry with the aid of DFT calculations. It is shown that hybridization of nanorings with 2,5‐thienylene and 2,5‐pyrrolylene is an effective means to tune their electronic properties.
中文翻译：
2,5-吡咯烷基和2,5-噻吩基的邻苯二甲桥杂化纳米环
通过策略性的交叉偶联反应合成了由2,5-吡咯烷基，2,5-噻吩基和桥联邻苯撑组成的杂化纳米环，并通过X射线衍射分析清楚地揭示了它们的结构。这些纳米环在固态中显示出高度扭曲的结构，同时表现出对称的1 H NMR光谱，表明它们在溶液中的构象柔韧性。借助DFT计算，通过UV / Vis和荧光光谱，飞秒激光光谱和循环伏安法详细研究了这些纳米环的光物理和电化学性质。结果表明，纳米环与2,5-亚噻吩基和2,5-亚吡咯烷基的杂化是调节其电子性能的有效手段。
更新日期：2019-04-18
中文翻译：
2,5-吡咯烷基和2,5-噻吩基的邻苯二甲桥杂化纳米环
通过策略性的交叉偶联反应合成了由2,5-吡咯烷基，2,5-噻吩基和桥联邻苯撑组成的杂化纳米环，并通过X射线衍射分析清楚地揭示了它们的结构。这些纳米环在固态中显示出高度扭曲的结构，同时表现出对称的1 H NMR光谱，表明它们在溶液中的构象柔韧性。借助DFT计算，通过UV / Vis和荧光光谱，飞秒激光光谱和循环伏安法详细研究了这些纳米环的光物理和电化学性质。结果表明，纳米环与2,5-亚噻吩基和2,5-亚吡咯烷基的杂化是调节其电子性能的有效手段。
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