Department of Chemistry, University of Basel, St. Johann's-Ring 19, 4056, Basel, Switzerland.
Prievidza Chemical Society, M. Hodžu 10/16, 971 01, Prievidza, Slovakia.
Angew Chem Int Ed Engl. 2022 Sep 12;61(37):e202208591. doi: 10.1002/anie.202208591. Epub 2022 Aug 4.
We present the first helicene carbon nanoohop that integrates a [6]helicene into [7]cycloparaphenylene. The [6]helicene endows the helicene carbon nanohoop with chiroptical properties and configurational stability typical for higher helicenes, while the radially conjugated seven para-phenylenes largely determine the optoelectronic properties. The structure of the helicene carbon nanoohop was unambiguously characterized by NMR, MS and X-ray analysis that revealed that it possesses a topology of a Möbius strip in the solid state and in solution. The chirality transfers from the [6]helicene to the para-phenylenes and leads to a pronounced circular dichroism and bright circularly polarized luminescence, which is affected by the structural topology of the nanohoop.
我们呈现了第一个将[6]螺旋芴整合到[7]并环对亚苯基中的螺旋碳纳米环。[6]螺旋芴赋予螺旋碳纳米环具有手性光学性质和更高螺旋芴典型的构象稳定性,而径向共轭的七个对亚苯基则在很大程度上决定了光电性质。通过 NMR、MS 和 X 射线分析,明确地对螺旋碳纳米环的结构进行了表征,结果表明其在固态和溶液中具有莫比乌斯带的拓扑结构。手性从[6]螺旋芴转移到对亚苯基,导致明显的圆二色性和明亮的圆偏振发光,这受到纳米环的结构拓扑的影响。