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Intercalation of Tetrathiafulvalene between the Two Plates of a Copper(I)‐Complexed [4]Rotaxane
Author(s) -
Sauvage JeanPierre,
Trolez Yann,
Canevet David,
Sallé Marc
Publication year - 2011
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201100142
Subject(s) - tetrathiafulvalene , rotaxane , intercalation (chemistry) , molecule , copper , chemistry , crystallography , stereochemistry , photochemistry , supramolecular chemistry , inorganic chemistry , organic chemistry
The ability of a cyclic copper(I)‐complexed [4]rotaxane to act as a receptor towards organic electron donors has been studied. In particular, tetrathiafulvalene (TTF), which is a flat and electron‐rich molecule, forms a relatively stable complex with the rotaxane host. 1 H NMR spectroscopic measurements strongly suggest that the coordination mode involves intercalation of the TTF motif between the two electron‐poor plates of the [4]rotaxane. By contrast, extended TTF (exTTF), which possesses π‐donating ability similar to that of TTF but which is a significantly bulkier molecule due to a concave structure, was not able to form any detectable complex. This observation tends to indicate that the recognition site of the [4]rotaxane receptor is rigid and can not adapt to thick substrates.