title: Preorganization in a Cleft-Type Anion Receptor Featuring Iodo-1,2,3-Triazoles As Halogen Bond Donors.
abstract: Preorganization via intramolecular hydrogen bonds was applied in a cleft-type receptor by exploiting the excellent halogen bond donor ability as well as hydrogen bond acceptor function of iodo-1,2,3-triazoles. As investigated by isothermal calorimetric titrations, the restriction of conformational freedom causes an enhanced entropic contribution resulting in a strongly increased binding affinity. This efficient way to improve the binding strength of 5-halo-1,2,3-triazoles paves the way for applications of new charge-neutral halogen bond donors in solution.
authors.affiliation: Laboratory of Organic and Macromolecular Chemistry (IOMC), Friedrich Schiller University Jena , Humboldtstrasse 10, 07743 Jena, Germany.|Jena Center for Soft Matter (JCSM), Friedrich Schiller University Jena , Philosophenweg 7, 07743 Jena, Germany.
authors.forename: Ronny
authors.initials: R
authors.lastname: Tepper
authors.affiliation: Laboratory of Organic and Macromolecular Chemistry (IOMC), Friedrich Schiller University Jena , Humboldtstrasse 10, 07743 Jena, Germany.|Jena Center for Soft Matter (JCSM), Friedrich Schiller University Jena , Philosophenweg 7, 07743 Jena, Germany.
authors.forename: Benjamin
authors.initials: B
authors.lastname: Schulze
authors.affiliation: Laboratory of Inorganic and Analytical Chemistry, Friedrich Schiller University Jena , Lessingstrasse 8, 07743 Jena, Germany.
authors.forename: Helmar
authors.initials: H
authors.lastname: Görls
authors.affiliation: Laboratory of Organic and Macromolecular Chemistry (IOMC), Friedrich Schiller University Jena , Humboldtstrasse 10, 07743 Jena, Germany.|Laboratory of Inorganic and Analytical Chemistry, Friedrich Schiller University Jena , Lessingstrasse 8, 07743 Jena, Germany.
authors.forename: Peter
authors.initials: P
authors.lastname: Bellstedt
authors.affiliation: Laboratory of Organic and Macromolecular Chemistry (IOMC), Friedrich Schiller University Jena , Humboldtstrasse 10, 07743 Jena, Germany.|Jena Center for Soft Matter (JCSM), Friedrich Schiller University Jena , Philosophenweg 7, 07743 Jena, Germany.
authors.forename: Michael
authors.initials: M
authors.lastname: Jäger
authors.affiliation: Laboratory of Organic and Macromolecular Chemistry (IOMC), Friedrich Schiller University Jena , Humboldtstrasse 10, 07743 Jena, Germany.|Jena Center for Soft Matter (JCSM), Friedrich Schiller University Jena , Philosophenweg 7, 07743 Jena, Germany.
authors.forename: Ulrich S
authors.initials: US
authors.lastname: Schubert