Curved Nanographene Featuring Two sp<sup>3</sup> Stereocenters via Oxidative Cyclodehydrogenation with Aryl Rearrangement
Curved nanographene <b>1</b>, featuring two sp<sup>3</sup> stereocenters, was synthesized through a Scholl-type oxidative cyclodehydrogenation accompanied by an unexpected aryl rearrangement. Single-crystal X-ray diffraction revealed that two sp<sup>3</sup> carbons in the fused polycyclic skeleton induce pronounced distortion, enforcing an almost orthogonal orientation between the two aromatic sheets. These stereocenters endow <b>1</b> with inherent chirality and remarkable configurational stability. The enantiomers of <b>1</b> were successfully resolved and displayed well-defined, mirror-image circular dichroism spectra.
Authors
- Jiang‐Feng Xing (ORCID: https://orcid.org/0009-0000-3925-9130)
- Ling Chai (ORCID: https://orcid.org/0000-0003-0397-8816)
- Yuan‐Zhi Tan (ORCID: https://orcid.org/0000-0002-1268-2761)
- Xin‐Jing Zhao
- Kang Li (ORCID: https://orcid.org/0000-0002-3861-4310)
Institutions
- Huaqiao University (CN)
- Huaihua University (CN)
- Xiamen University (CN)
- Laboratoire de physique des Solides (FR)
- Division of Materials Science and Engineering (AU)
- Collaborative Innovation Center of Chemistry for Energy Materials (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-09-25
- DOI
- https://doi.org/10.1021/acs.orglett.5c03555
- Primary Topic
- Graphene research and applications
- Type
- article
- Field-Weighted Citation Impact
- 0.00