Synthesis of Stable Hypervalent Bromine(III) Complexes by <i>in Situ</i> Oxidation with Lewis Acids Containing <i>sp</i>-Hybridized Nitrogen
Stable hypervalent bromine(III) compounds were synthesized via aryl bromine oxidation with <i>sp</i>-hybridized nitrogen cations generated by oxime N-O bond cleavage in trifluoroacetic acid. The resulting intramolecular N-Br hypervalent bond is effectively stabilized by the planar xanthone structure. The structures and physicochemical properties of these λ<sup>3</sup>-bromanes were characterized by X-ray crystallography, cyclic voltammetry, UV-vis spectroscopy, and computational analysis.
Authors
- Tomohiko Ohwada (ORCID: https://orcid.org/0000-0001-5390-0203)
- Yuko Otani (ORCID: https://orcid.org/0000-0002-8104-283X)
- Tomohiro Fujino
- Kentaro Yamaguchi (ORCID: https://orcid.org/0000-0002-2629-716X)
- Tadashi Hyodo (ORCID: https://orcid.org/0000-0001-5099-9738)
Institutions
- The University of Tokyo (JP)
- Tokushima Bunri University (JP)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-11-11
- DOI
- https://doi.org/10.1021/acs.orglett.4c03881
- Citations
- 2
- Primary Topic
- Oxidative Organic Chemistry Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.50
Funders
- Ministry of Education, Culture, Sports, Science and Technology
- University of Tokyo
- Japan Society for the Promotion of Science