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

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 elect...

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Bibliographic Details
Published in:New journal of chemistry 2014-01, Vol.38 (11), p.5341-5348
Main Authors: Hardouin-Lerouge, Marie, Cotelle, Yoann, Legoupy, Stéphanie, Hudhomme, Piétrick
Format: Article
Language:English
Subjects:
Chemical Sciences
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Summary: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.
ISSN:1144-0546
1369-9261
DOI:10.1039/C4NJ00617H