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Bispyrrolylbenzene Anion Receptor: From Supramolecular Switch to Molecular Logic Gate
Authors:Jarosław M. Granda  Dr. Olga Staszewska‐Krajewska  Prof. Janusz Jurczak
Affiliation:Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01‐224 Warsaw (Poland), Fax: (+48)?22‐632‐66‐81
Abstract:
We have designed anion receptor 4 based on a conformationally labile bispyrrolylbenzene framework, the conformation of which can be changed by appropriate anionic stimuli. In the absence of fluoride anion, the pyrrole moieties rotate freely at room temperature. However, when the concentration of fluoride anion exceeds 2 equivalents, the rotation of the pyrrole units slows down and the conformation of the receptor changes to antianti. DFT calculations have shown that this change is due to binding of a third fluoride anion through C?H interaction. Anion receptor 4 can also serve as a molecular logic gate. Anionic inputs such as fluoride and dihydrogenphosphate allow the realization of INHIBIT and NAND logic gate functions with absorption and fluorescence as readouts, respectively.
Keywords:anions  host–  guest systems  molecular devices  receptors  supramolecular chemistry
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