Helical Bilayer Nonbenzenoid Nanographene Bearing a [10]Helicene with Two Embedded Heptagons

Autor: 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
Jazyk: angličtina
Rok vydání: 2022
Předmět:
Druh dokumentu: Článek
ISSN: 1521-3773
DOI: 10.1002/anie.202216193
Popis: 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.
Databáze: Networked Digital Library of Theses & Dissertations