Issue 12, 2021

Corannulene-based nanographene containing helical motifs

Abstract

The synthesis and structural analyses of corannulene-PAH hybrids 1 with a [4] helicene subunit and 2 with a [7] helicene subunit have been reported. The structures of 1 and 2 were confirmed by single-crystal X-ray diffraction. The experimental data in combination with theoretical calculations revealed that the terminal ring of helicene and the π-surface of the corannulene unit of 2 adopt a convex conformation, which is a more stable conformation. Meanwhile, 2 displays a red-shift in fluorescence emission but a shorter fluorescence lifetime, in comparison with 1. The optical resolution of 2 was successfully carried out by chiral HPLC, offering enantiopure P-2 and M-2, which were further characterized by CD and CPL spectroscopy.

Graphical abstract: Corannulene-based nanographene containing helical motifs

Supplementary files

Article information

Article type
Research Article
Submitted
10 mar 2021
Accepted
30 mar 2021
First published
31 mar 2021

Org. Chem. Front., 2021,8, 2970-2976

Corannulene-based nanographene containing helical motifs

Q. Xu, C. Wang, J. He, X. Li, Y. Wang, X. Chen, D. Sun and H. Jiang, Org. Chem. Front., 2021, 8, 2970 DOI: 10.1039/D1QO00366F

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