Effects of the (Trialkyl)ammonium Structures in (Ammonio)amidyl Groups on π-Electron Donating Ability and Thermal Stability: Experimental and Computational Study
The (ammonio)amidyl (AA) groups, with the general structure of R<sub>3</sub>N<sup>+</sup>N<sup>-</sup>-, represent a new class of π-electron-donating groups for the benzene-based π-conjugated molecules. This study investigated AA-substituted p-nitrobenzenes to assess the effects of acyclic, monocyclic, and bicyclic ammonium structures in the AA groups on the π-electron-donating ability and thermal stability of the structure. Quantum chemical calculations were performed that supported the experimentally observed favorable properties of the (quinuclidinio)amidyl (QA) group.
Authors
- Munetaka Kunishima (ORCID: https://orcid.org/0000-0002-3296-490X)
- Hikaru Fujita (ORCID: https://orcid.org/0000-0002-0430-9705)
- Takanari Arai
- Yuna Matsuyama (ORCID: https://orcid.org/0009-0005-6076-5958)
- Hiroki Muraya
Institutions
- Kanazawa University (JP)
- Kanazawa Medical University (JP)
- Kobe Gakuin University (JP)
Publication Details
- Journal
- Chemical and Pharmaceutical Bulletin
- Published
- 2025-08-28
- DOI
- https://doi.org/10.1248/cpb.c25-00260
- Primary Topic
- Photochemistry and Electron Transfer Studies
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Japan Society for the Promotion of Science