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- Title
Triptycene Boronates, Boranes, and Boron Ate‐Complexes: Toward Sterically Hindered Triarylboranes and Trifluoroborates.
- Authors
Gama, Mathieu; Antognini Silva, Xavier; Doan, Thu‐Hong; Osi, Arnaud; Chardon, Aurélien; Tumanov, Nikolay; Wouters, Johan; Berionni, Guillaume
- Abstract
We developed two synthetic strategies towards triptycene‐derived bulky boranes, boronates, and boron ate‐complexes. Starting from borylated or brominated anthracenes and using a Br/Li exchange and [4+2] cycloaddition reaction with in‐situ generated benzyne, we produced a series of triptycene boronates and borates with various boron substituents in positions 1 and 9, such as BPin, Bneo, BF3K and B(Mes)2. Single‐crystal X‐ray diffraction analysis and UV‐Vis/photoluminescence measurements provided quantitative information on the effect of the triptycene scaffold on the photophysical and electronic properties of the obtained compounds.
- Subjects
BORANES; BORON; RING formation (Chemistry); PORPHYRAZINES; BORATES; ANTHRACENE; X-ray diffraction; LEWIS acids
- Publication
European Journal of Organic Chemistry, 2021, Vol 2021, Issue 9, p1440
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.202001672