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The Lewis Acid Induced Formation of a Stable Diradical with an Intramolecular Ion Pairing State
- Source :
- Journal of the American Chemical Society; May 2022, Vol. 144 Issue: 18 p7978-7982, 5p
- Publication Year :
- 2022
-
Abstract
- A stable cross-conjugated diradical was prepared by the reaction of a donor–acceptor–donor (D–A–D) molecule with B(C6F5)3. Its geometry and electronic structure were characterized by single crystal X-ray diffraction, EPR spectroscopy, SQUID measurement, UV/vis spectroscopy, and DFT calculation. It has an open-shell singlet ground state with a thermally excited triplet state. It can be viewed as an intramolecular radical ion pair, and the formation mechanism is proposed as an intramolecular single electron transfer that occurs from the bis(triarylamine) donor fragment to the central dioxophenyl acceptor moiety, induced by the acidic boron atom. This work provides a Lewis acid induced approach to the formation of neutral and cross-conjugated diradicals.
Details
- Language :
- English
- ISSN :
- 00027863 and 15205126
- Volume :
- 144
- Issue :
- 18
- Database :
- Supplemental Index
- Journal :
- Journal of the American Chemical Society
- Publication Type :
- Periodical
- Accession number :
- ejs59546571
- Full Text :
- https://doi.org/10.1021/jacs.2c02902