<i>Peri</i> -Annulations Bestow Configurational Stability onto Chiral Molecular Graphene Bowls
Corannulene-based bowl-shaped nanographenes are studied for their barrier to racemization (bowl inversion) through variable-temperature NMR spectroscopy and DFT-based theoretical calculations. The results indicate that in contrast to <i>ortho</i>-annulations, which are known to reduce the racemization barrier, <i>peri</i>-annulations enhance the barrier to inversion, and the use of multiple <i>peri</i>-annulations is a molecular design that can be applied to bestow configurational stability onto nanographene enantiomers.
Authors
- Raktim Abha Saikia (ORCID: https://orcid.org/0000-0003-4719-356X)
- Dániel Csókás (ORCID: https://orcid.org/0000-0002-4150-477X)
- Mihaiela C. Stuparu (ORCID: https://orcid.org/0000-0001-8663-6189)
- Jovana Stanojkovic (ORCID: https://orcid.org/0000-0001-8602-6153)
Institutions
- Nanyang Technological University (SG)
- Institute of Organic Chemistry (HU)
- National Institute for Research and Development of Isotopic and Molecular Technologies (RO)
- HUN-REN Research Centre for Natural Sciences (HU)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-11-24
- DOI
- https://doi.org/10.1021/acs.orglett.5c03767
- Primary Topic
- Synthesis and Properties of Aromatic Compounds
- Type
- article
- Field-Weighted Citation Impact
- 0.00