Site-Specific Reduction-Induced Hydrogenation of a Helical Bilayer Nanographene with K and Rb Metals: Electron Multiaddition and Selective Rb+ Complexation - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Angewandte Chemie International Edition Année : 2022

Site-Specific Reduction-Induced Hydrogenation of a Helical Bilayer Nanographene with K and Rb Metals: Electron Multiaddition and Selective Rb+ Complexation

Résumé

The chemical reduction of π-conjugated bilayer nanographene 1 (C H ) with K and Rb in the presence of 18-crown-6 affords [K (18-crown-6)(THF) ][{K (18-crown-6)} (THF) ][C H ] (2) and [Rb (18-crown-6) ][{Rb (18-crown-6)} (C H )] (3). Whereas K cations are fully solvent-separated from the trianionic core thus affording a "naked" 1 anion, Rb cations are coordinated to the negatively charged layers of 1 . According to DFT calculations, the localization of the first two electrons in the helicene moiety leads to an unprecedented site-specific hydrogenation process at the carbon atoms located on the edge of the helicene backbone. This uncommon reduction-induced site-specific hydrogenation provokes dramatic changes in the (electronic) structure of 1 as the helicene backbone becomes more compressed and twisted upon chemical reduction, which results in a clear slippage of the bilayers.

Domaines

Chimie
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hal-03512490 , version 1 (17-02-2023)

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Paternité - Pas d'utilisation commerciale

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Zheng Zhou, Jesus M. Fernandez-Garcia, Yikun Zhu, Paul J. Evans, Rafael Rodriguez, et al.. Site-Specific Reduction-Induced Hydrogenation of a Helical Bilayer Nanographene with K and Rb Metals: Electron Multiaddition and Selective Rb+ Complexation. Angewandte Chemie International Edition, 2022, 61 (10), ⟨10.1002/anie.202115747⟩. ⟨hal-03512490⟩
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