A Trithia-Bridged N-Heterotriangulene: The Hitherto Missing Electron Donor
Borstelmann J, Gensch V, Fehn D, Miehlich M, Hampel F, Rominger F, Meyer K, Kivala M (2024)
Publication Type: Journal article
Publication year: 2024
Journal
Abstract
The very first representative of trithia-bridged N-heterotriangulene, a triphenylamine with sulfur atoms bridging the ortho-positions, was synthesized by a sequence of regioselective sulfenylation with phthalimidesulfenyl chloride followed by Lewis acid-catalyzed electrophilic cyclization. X-ray crystallography revealed a saddle-shaped geometry of the polycyclic scaffold. UV/Vis absorption spectroscopy and cyclic voltammetry were used to characterize the optoelectronic properties. The title compound is a particularly strong electron donor forming a perfectly stable radical cation, which was analyzed by electron paramagnetic resonance spectroscopy and X-ray crystallography. The electron donor properties were further highlighted by the formation of crystalline donor-acceptor complexes with strong cyano-based acceptors.
Authors with CRIS profile
Viktoria Gensch
Lehrstuhl für Organische Chemie I
Dominik Fehn
Lehrstuhl für Anorganische und Allgemeine Chemie
Matthias Miehlich
Lehrstuhl für Anorganische und Allgemeine Chemie
Frank Hampel
Lehrstuhl für Organische Chemie I
Karsten Meyer
Lehrstuhl für Anorganische und Allgemeine Chemie
Involved external institutions
Germany (DE)How to cite
APA:
Borstelmann, J., Gensch, V., Fehn, D., Miehlich, M., Hampel, F., Rominger, F.,... Kivala, M. (2024). A Trithia-Bridged N-Heterotriangulene: The Hitherto Missing Electron Donor. Angewandte Chemie International Edition. https://doi.org/10.1002/anie.202423802
MLA:
Borstelmann, Jan, et al. "A Trithia-Bridged N-Heterotriangulene: The Hitherto Missing Electron Donor." Angewandte Chemie International Edition (2024).
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