Issue 4, 2023

Binaphthyl-derived armchair-type molecular carbon rings with chirality: synthesis and optical properties

Abstract

Herein, we report the synthesis of binaphthyl-derived hoop-shaped aromatic hydrocarbon enantiomers (RCR and SCR) as the segments of (9,9) armchair CNTs. After the structures were identified by HR-MS (MALDI-TOF) and NMR spectroscopy, further circular dichroism (CD) analysis confirmed their chirality. Unlike most of the previously reported chiral-type CNT segments in which chirality arises from the absence of a plane of symmetry or an inversion center in the molecule, the chirality for RCR and SCR is assigned to the introduction of foreign chiral sources, namely, oxyethyl-modified binaphthyl units. Finally, their photophysical properties were also investigated by absorption and fluorescence spectroscopies.

Graphical abstract: Binaphthyl-derived armchair-type molecular carbon rings with chirality: synthesis and optical properties

Supplementary files

Article information

Article type
Research Article
Submitted
14 Dec 2022
Accepted
22 Dec 2022
First published
23 Dec 2022

Org. Chem. Front., 2023,10, 911-915

Binaphthyl-derived armchair-type molecular carbon rings with chirality: synthesis and optical properties

Q. Huang, J. Zhang, H. Chen, X. Kong, P. Xu and P. Du, Org. Chem. Front., 2023, 10, 911 DOI: 10.1039/D2QO01977A

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