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Bispyrrolylbenzene Anion Receptor: From Supramolecular Switch to Molecular Logic Gate
Author(s) -
Granda Jarosław M.,
StaszewskaKrajewska Olga,
Jurczak Janusz
Publication year - 2014
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.201403116
Subject(s) - fluoride , ion , supramolecular chemistry , chemistry , nand gate , pyrrole , crystallography , logic gate , inorganic chemistry , stereochemistry , organic chemistry , crystal structure , electronic engineering , engineering
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 anti ‐ anti . DFT calculations have shown that this change is due to binding of a third fluoride anion through CH 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.