A Doubly Nitrogen-Bridged Chiral Spirobifluorene Dimeric Macrocycle: Synthesis, Properties, and Thermally Activated Electron Exchange in the Oxidized State
Abstract A doubly nitrogen-bridged chiral spirobifluorene dimer with a rigid double-helical structure was synthesized, and its one-electron oxidized species was investigated as a mixed-valence system. Variable-temperature ESR measurements revealed thermally activated intramolecular electron exchange with a very small activation enthalpy (ΔH‡ = 1.25 kcal mol–1), despite limited electronic communication across the doubly spiro-linked redox units.
Authors
- Shinobu Aoyagi (ORCID: https://orcid.org/0000-0002-7393-343X)
- Tomoya Imai
- Toru Amaya (ORCID: https://orcid.org/0000-0002-7716-0630)
- Daisuke Sakamaki (ORCID: https://orcid.org/0000-0001-6503-1607)
- Takuya Kodama (ORCID: https://orcid.org/0000-0001-8275-2393)
- Rina Nakazono
- Haruka Mizukawa
Institutions
- Osaka University of Economics (JP)
- Nagoya City University (JP)
- Metropolitan University (RS)
- Nagoya City University Hospital (JP)
- Metropolitan University (VE)
- Tokyo Metropolitan University (JP)
- The University of Osaka (JP)
Publication Details
- Journal
- Organic Letters
- Published
- 2026-09-10
- DOI
- https://doi.org/10.1021/acs.orglett.6c02599
- Primary Topic
- Synthesis and Properties of Aromatic Compounds
- Type
- article
- Field-Weighted Citation Impact
- 0.00