Optical Distinction between 'Slow' and 'Fast' Translational Motion in Degenerate Molecular Shuttles
Autor: | Stephen J. Loeb, Giorgio Baggi, V. Nicholas Vukotic, Kelong Zhu |
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Rok vydání: | 2017 |
Předmět: |
chemistry.chemical_classification
Rotaxane Stereochemistry 010405 organic chemistry General Chemistry General Medicine Ring (chemistry) 010402 general chemistry Fluorescence 01 natural sciences Catalysis 0104 chemical sciences chemistry.chemical_compound Axle Molecular shuttle chemistry Chemical physics Imidazole Non-covalent interactions Crown ether |
Zdroj: | Angewandte Chemie. 129:6232-6237 |
ISSN: | 1521-3757 0044-8249 |
DOI: | 10.1002/ange.201612549 |
Popis: | A series of six [2]rotaxane molecular shuttles was designed which contain an axle with a benzo-bis(imidazole) core (in either a neutral or dicationic form) and a single 24-membered, crown ether wheel (24C6, B24C6, or DMB24C6), and the shuttling rates of the ring along the axle were determined. The charged versions showed much slower shuttling rates as a result of the increase in noncovalent interactions between the axle and wheel. The [2]rotaxane with a B24C6 wheel shows a difference in fluorescence between the charged and neutral species, while the [2]rotaxane with a DMB24C6 wheel exhibits a difference in color between the charged and neutral compounds. These changes in optical properties can be attributed to the structural differences in the co-conformations of the [2]rotaxane as they adapt to the changes in acid/base chemistry. This allowed the relative rate of the translational motion of a molecular shuttle to be determined by observation of a simple optical probe. |
Databáze: | OpenAIRE |
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