The curious case of a sterically crowded Stenhouse salt - Archive ouverte HAL
Article Dans Une Revue Chemical Science Année : 2022

The curious case of a sterically crowded Stenhouse salt

Résumé

We report a peculiar Stenhouse salt. It does not evolve into cyclopentenones upon basification, due to the steric hindrance of its bulky stable carbene patterns. This allowed for the observation and characterization of the transient open-chain neutral derivative, which was isolated as its cyclized form. The latter features an unusually long reactive CO bond (150 pm) and a rich electrochemistry, including oxidation into an air-persistent radical cation.

Domaines

Chimie organique
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Dates et versions

hal-03752613 , version 1 (17-08-2022)

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Valentin Théry, Florian Molton, Selim Sirach, Neven Tillet, Jacques Pécaut, et al.. The curious case of a sterically crowded Stenhouse salt. Chemical Science, 2022, 13, pp.9755-9760. ⟨10.1039/D2SC01895K⟩. ⟨hal-03752613⟩
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