Isolation of kinetically-stabilised diarylchalcogenide radical cations
Abstract Chalcogenide radical cations [R2E]•+ (E = S, Se, Te) are commonly short-lived intermediates of fundamental interest. Sulfide radical cations in particular are associated in vivo with oxidative stress and neuropathological processes. Having succeeded in the preparation of meta-terphenyl-base...
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| Main Authors: | , , , , , , , |
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| Format: | Article |
| Language: | English |
| Published: |
Nature Portfolio
2025-08-01
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| Series: | Communications Chemistry |
| Online Access: | https://doi.org/10.1038/s42004-025-01613-z |
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| Summary: | Abstract Chalcogenide radical cations [R2E]•+ (E = S, Se, Te) are commonly short-lived intermediates of fundamental interest. Sulfide radical cations in particular are associated in vivo with oxidative stress and neuropathological processes. Having succeeded in the preparation of meta-terphenyl-based dichalcogenide radical cations [R2E2]•+ (E = S, Se, Te), and a telluride analogue [R2Te]•+ in the past, we aimed to complete the series regarding sulfur and selenium. Here we report on the single-electron oxidation of diarylchalcogenides MSFluindPhE (E = S, Se, Te; MSFluind = dispiro[fluorene-9,3’-(1’,1’,7’,7’-tetramethyl-s-hydrindacen-4’-yl)-5’,9”-fluorene]) using XeF2 in the presence of K[B(C6F5)4], which afforded deeply coloured and isolable radical cation salts [MSFluindPhE][B(C6F5)4] (E = S, Se, Te). Structural and electronic properties were characterised by electron paramagnetic spectroscopy, cyclic voltammetry, optical absorption spectroscopy and single crystal X-ray diffraction (E = Se, Te), combined with extensive quantum mechanical computations. |
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| ISSN: | 2399-3669 |