Donor–Acceptor-Substituted 5-Azaazulenes
The synthesis of 5-azaazulenes with both donor and acceptor substituents on their seven-membered rings is reported through the ring expansion of stable azapentalene derivatives upon reaction with dimethyl acetylenedicarboxylate. Regioisomeric products were obtained and characterized. The mechanism of the transformation and the excited state energy levels of the products were studied computationally, suggesting that these structures can be entry points to chromophore design for organic photonics applications.
Authors
- Péter Pál Fehér (ORCID: https://orcid.org/0000-0002-6927-4523)
- András Stirling (ORCID: https://orcid.org/0000-0002-1696-7932)
- Gábor London (ORCID: https://orcid.org/0000-0001-6078-3180)
- Enikő Meiszter
- Gábor Turczel (ORCID: https://orcid.org/0000-0002-6753-6796)
Institutions
- Eszterhazy Karoly Catholic University (HU)
- Budapest University of Technology and Economics (HU)
- Institute of Organic Chemistry (HU)
- Centre for Structural Systems Biology (DE)
- HUN-REN Research Centre for Natural Sciences (HU)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-10-17
- DOI
- https://doi.org/10.1021/acs.joc.5c01663
- Primary Topic
- Synthesis and Properties of Aromatic Compounds
- Type
- article
- Field-Weighted Citation Impact
- 0.00