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One- and two-electron reduction of triarylborane-based helical donor–acceptor compounds

Jia, Xiangqing, Nitsch, Jörn, Wu, Zhu, Friedrich, Alexandra, Krebs, Johannes, Krummenacher, Ivo, Fantuzzi, Felipe, Braunschweig, Holger, Moos, Mchael, Lambert, Christoph, and others. (2021) One- and two-electron reduction of triarylborane-based helical donor–acceptor compounds. Chemical Science, 12 (35). pp. 11864-11872. ISSN 2041-6520. E-ISSN 2041-6539. (doi:10.1039/D1SC02409D) (KAR id:96290)

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Official URL:
https://doi.org/10.1039/D1SC02409D

Abstract

One-electron chemical reduction of 10-(dimesitylboryl)-N,N-di-p-tolylbenzo[c]phenanthrene-4-amine (3-B(Mes)2-[4]helix-9-N(p-Tol)2) 1 and 13-(dimesitylboryl)-N,N-di-p-tolyldibenzo[c,g]phenanthrene-8-amine (3-B(Mes)2-[5]helix-12-N(p-Tol)2) 2 gives rise to monoanions with extensive delocalization over the annulated helicene rings and the boron pz orbital. Two-electron chemical reduction of 1 and 2 produces open-shell biradicaloid dianions with temperature-dependent population of the triplet states due to small singlet-triplet gaps. These results have been confirmed by single-crystal X-ray diffraction, EPR and UV/vis-NIR spectroscopy, and DFT calculations.

Item Type: Article
DOI/Identification number: 10.1039/D1SC02409D
Subjects: Q Science > QD Chemistry
Divisions: Divisions > Division of Natural Sciences > Chemistry and Forensics
Depositing User: Felipe Fantuzzi
Date Deposited: 18 Aug 2022 09:03 UTC
Last Modified: 19 Aug 2022 09:09 UTC
Resource URI: https://kar.kent.ac.uk/id/eprint/96290 (The current URI for this page, for reference purposes)
Jia, Xiangqing: https://orcid.org/0000-0003-4942-4675
Friedrich, Alexandra: https://orcid.org/0000-0002-1411-7336
Krummenacher, Ivo: https://orcid.org/0000-0001-9537-1506
Fantuzzi, Felipe: https://orcid.org/0000-0002-8200-8262
Braunschweig, Holger: https://orcid.org/0000-0001-9264-1726
Lambert, Christoph: https://orcid.org/0000-0002-9652-9165
Engels, Bernd: https://orcid.org/0000-0003-3057-389X
Marder, Todd B.: https://orcid.org/0000-0002-9990-0169
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