Helical Bilayer Nonbenzenoid Nanographene Bearing a (10) Helicene with Two Embedded Heptagons

Abstract: The precision synthesis of helical bilayer nanographenes (NGs) with new topology is of substantial interest because of their exotic physicochemical properties. However, helical bilayer NGs bearing non‐hexagonal rings remain synthetically challenging. Here we present the efficient synthesis of the first helical bilayer nonbenzenoid nanographene (HBNG1) from a tailor‐made azulene‐embedded precursor, which contains a novel [10]helicene backbone with two embedded heptagons. Single‐crystal X‐ray analysis reveals its highly twisted bilayer geometry with a record small interlayer distance of 3.2 Å among the reported helical bilayer NGs. Notably, the close interlayer distance between the two layers offers intramolecular through‐space conjugation as revealed by in situ spectroelectrochemistry studies together with DFT simulations. Furthermore, the chiroptical properties of the P/M enantiomers of HBNG1 are also evaluated by circular dichroism and circularly polarized luminescence.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Helical Bilayer Nonbenzenoid Nanographene Bearing a (10) Helicene with Two Embedded Heptagons ; day:20 ; month:12 ; year:2022 ; extent:7
Angewandte Chemie / International edition. International edition ; (20.12.2022) (gesamt 7)

Creator
Yang, Lin
Ju, Yang‐Yang
Medel, Miguel A.
Fu, Yubin
Komber, Hartmut
Dmitrieva, Evgenia
Zhang, Jin‐Jiang
Obermann, Sebastian
Campaña, Araceli G.
Ma, Ji
Feng, Xinliang

DOI
10.1002/anie.202216193
URN
urn:nbn:de:101:1-2022122114132982027420
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
15.08.2025, 7:33 AM CEST

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Associated

  • Yang, Lin
  • Ju, Yang‐Yang
  • Medel, Miguel A.
  • Fu, Yubin
  • Komber, Hartmut
  • Dmitrieva, Evgenia
  • Zhang, Jin‐Jiang
  • Obermann, Sebastian
  • Campaña, Araceli G.
  • Ma, Ji
  • Feng, Xinliang

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