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Synthesis of glycoluril-tetrathiafulvalene molecular clips for electron-deficient neutral guests through a straightforward Diels–Alder strategy

Abstract :

An electroactive molecular clip incorporating tetrathiafulvalene (TTF) sidewalls grafted on a glycoluril platform has been synthesized using a straightforward Diels–Alder strategy. This way of attachment to the glycoluril U-shape scaffold afforded a rigidified and closed receptor for which the electron-rich TTF pincers are expected to be at a suitable distance for sandwiching neutral guests through donor–acceptor interactions. The efficient complexation ability of this host architecture toward one molecule of tetracyanoquinodimethane derivative (F4-TCNQ) in solution has been demonstrated using cyclic voltammetry and UV-Visible titration methods.

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https://hal.archives-ouvertes.fr/hal-01330328
Contributor : Okina Université d'Angers <>
Submitted on : Friday, June 10, 2016 - 1:50:03 PM
Last modification on : Thursday, May 6, 2021 - 5:06:02 PM

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Marie Hardouin-Lerouge, Yoann Cotelle, Stéphanie Legoupy, Piétrick Hudhomme. Synthesis of glycoluril-tetrathiafulvalene molecular clips for electron-deficient neutral guests through a straightforward Diels–Alder strategy. New Journal of Chemistry, Royal Society of Chemistry, 2014, 38, pp.5341-5348. ⟨10.1039/C4NJ00617H⟩. ⟨hal-01330328⟩

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