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Fluorescent Perylene Diimide Rotaxanes: Spectroscopic Signatures of Wheel–Chromophore Interactions
Author(s) -
Baggerman Jacob,
Jagesar Dhiredj C.,
Vallée Renaud A. L.,
Hofkens Johan,
De Schryver Frans C.,
Schelhase Frauke,
Vögtle Fritz,
Brouwer Albert M.
Publication year - 2007
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200601014
Subject(s) - perylene , diimide , chromophore , fluorescence , photochemistry , absorption (acoustics) , materials science , hydrogen bond , molecule , chemistry , optics , physics , organic chemistry , composite material
[2]‐ and [3]‐rotaxanes with a tetraphenoxy perylene diimide core were synthesized. Hydrogen bonding between the wheel and the imide changes the optical properties of the perylene chromophore: the absorption and fluorescence spectra are red‐shifted. The decay times of the rotaxanes are shorter in comparison with that of the axle. Single molecule fluorescence measurements reveal relatively narrow distributions of emission maxima and decay times. The averages are in agreement with ensemble measurements. The observed red shifts make the perylene diimide a suitable chromophore for sensing the position of the wheel on the axle.