λ 3 -Phosphinino[3,2- d ]oxazoles─Condensed Phosphinines as Potential Fluorophores: Synthesis and Photophysical Study
Abstract λ3-Phosphinino[3,2-d]oxazoles are obtained from 2H-pyran-2-ones by NaOCP annulation/cyclization without intermediate purification. The 21 derivatives exhibit emission at 366–474 nm, Stokes shifts of 1747–6903 cm–1, and absolute fluorescence quantum yields of <0.1–99% in THF. Tungsten coordination gives an estimated ligand Tolman electronic parameter of 2072.3 cm–1. TD-DFT calculations on 3b and 3u illustrate contrasting excited-state structural relaxation. Phosphorus functionalization affords P(V) derivatives with altered emission wavelengths and efficiencies.
Authors
- Aleksandr E. Rubtsov (ORCID: https://orcid.org/0000-0002-4299-3464)
- Ruslan I. Safiullin
- Svyatoslav M. Pechenkin
- Egor S. Ryabov
Institutions
- Perm State University (RU)
Publication Details
- Journal
- Organic Letters
- Published
- 2026-10-31
- DOI
- https://doi.org/10.1021/acs.orglett.6c04188
- Primary Topic
- Organophosphorus compounds synthesis
- Type
- article
- Field-Weighted Citation Impact
- 0.00