Halogen-bond-based cooperative ion-pair recognition by a crown-ether-embedded 5-iodo-1,2,3-triazole.
A crown-ether containing the iodo-triazole moiety for simultaneous cation-anion binding through Lewis-basic nitrogen atoms and C-II halogen-bond-donating iodine atoms was prepared. The complexation of the heteroditopic receptor was illustrated by X-ray and DFT analysis. The cooperative effect boosting the anion affinity was quantified by1H/13C NMR titration experiments.
Laboratory of Organic and Macromolecular Chemistry (IOMC), Friedrich Schiller University Jena, Humboldtstr. 10, 07743 Jena, Germany. ulrich.schubert@uni-jena.de and Jena Center of Soft Matter (JCSM), Friedrich Schiller University Jena, Philosophenweg 7, 07743 Jena, Germany.
Ronny
R
Tepper
Laboratory of Organic and Macromolecular Chemistry (IOMC), Friedrich Schiller University Jena, Humboldtstr. 10, 07743 Jena, Germany. ulrich.schubert@uni-jena.de and Jena Center of Soft Matter (JCSM), Friedrich Schiller University Jena, Philosophenweg 7, 07743 Jena, Germany.
Benjamin
B
Schulze
Laboratory of Organic and Macromolecular Chemistry (IOMC), Friedrich Schiller University Jena, Humboldtstr. 10, 07743 Jena, Germany. ulrich.schubert@uni-jena.de and Laboratory of Inorganic and Analytical Chemistry, Friedrich Schiller University Jena, Humboldtstr. 8, 07743 Jena, Germany.
Peter
P
Bellstedt
Laboratory of Organic and Macromolecular Chemistry (IOMC), Friedrich Schiller University Jena, Humboldtstr. 10, 07743 Jena, Germany. ulrich.schubert@uni-jena.de and Jena Center of Soft Matter (JCSM), Friedrich Schiller University Jena, Philosophenweg 7, 07743 Jena, Germany.
Jan
J
Heidler
Laboratory of Inorganic and Analytical Chemistry, Friedrich Schiller University Jena, Humboldtstr. 8, 07743 Jena, Germany.
Helmar
H
Görls
Laboratory of Organic and Macromolecular Chemistry (IOMC), Friedrich Schiller University Jena, Humboldtstr. 10, 07743 Jena, Germany. ulrich.schubert@uni-jena.de and Jena Center of Soft Matter (JCSM), Friedrich Schiller University Jena, Philosophenweg 7, 07743 Jena, Germany.
Michael
http://orcid.org/0000-0003-0400-1812
M
Jäger
Laboratory of Organic and Macromolecular Chemistry (IOMC), Friedrich Schiller University Jena, Humboldtstr. 10, 07743 Jena, Germany. ulrich.schubert@uni-jena.de and Jena Center of Soft Matter (JCSM), Friedrich Schiller University Jena, Philosophenweg 7, 07743 Jena, Germany.
Ulrich S
http://orcid.org/0000-0003-4978-4670
US
Schubert