One-Pot Michael Addition–Elimination Approach to 4-Carboranylcoumarin-Derived Luminescent Systems
Abstract A convenient approach toward 4-carboranylcoumarins from 3-bromocoumarins via a one-pot Michael addition–elimination sequence is reported. The obtained 4-isomers was found to display a red-shifted absorption over 3-substituted because of carborane-induced steric hindrance. While amino derivatives demonstrated rotatable excited-state dynamics governing their aggregation-induced emission, the methoxy analog exhibited unique room-temperature phosphorescence of 0.7 μs. This derivative showed strong dual-emission aggregation in 99% water, providing the molecular design of organic–inorganic materials for application in molecular electronics.
Authors
- Igor A. Lavrinchenko (ORCID: https://orcid.org/0000-0002-1739-9172)
- В. С. Гавико (ORCID: https://orcid.org/0000-0002-9841-9293)
- Mikhail V. Varaksin (ORCID: https://orcid.org/0000-0002-7997-3686)
- Ainur D. Sharapov (ORCID: https://orcid.org/0000-0003-1582-5462)
- Igor А. Khalymbadzha (ORCID: https://orcid.org/0000-0002-8043-8023)
- Timofey D. Moseev (ORCID: https://orcid.org/0000-0003-3341-5838)
- Олег Николаевич Чупахин (ORCID: https://orcid.org/0000-0002-1672-2476)
- Ramil F. Fatykhov (ORCID: https://orcid.org/0000-0003-3129-8658)
- Elisaveta M. Gurina
Institutions
- Ural Federal University (RU)
- M.N. Mikheev Institute of Metal Physics (RU)
- Ural Branch of the Russian Academy of Sciences (RU)
Publication Details
- Journal
- Organic Letters
- Published
- 2026-10-16
- DOI
- https://doi.org/10.1021/acs.orglett.6c03900
- Primary Topic
- Luminescence and Fluorescent Materials
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Russian Science Foundation