| Autor: |
Duedal T; Department of Physics, Chemistry, and Pharmacy, University of Southern Denmark , Campusvej 55, Odense M DK-5230, Denmark., Nielsen KA; Department of Physics, Chemistry, and Pharmacy, University of Southern Denmark , Campusvej 55, Odense M DK-5230, Denmark., Olsen G; Department of Physics, Chemistry, and Pharmacy, University of Southern Denmark , Campusvej 55, Odense M DK-5230, Denmark., Rasmussen CB; Department of Physics, Chemistry, and Pharmacy, University of Southern Denmark , Campusvej 55, Odense M DK-5230, Denmark., Kongsted J; Department of Physics, Chemistry, and Pharmacy, University of Southern Denmark , Campusvej 55, Odense M DK-5230, Denmark., Levillain E; MOLTECH Anjou - UMR 6200 du CNRS, Université d'Angers , 2 Bd Lavoisier, Angers F-49045 Cedex, France., Breton T; MOLTECH Anjou - UMR 6200 du CNRS, Université d'Angers , 2 Bd Lavoisier, Angers F-49045 Cedex, France., Miyazaki E; Department of Applied Chemistry, Graduate School of Engineering, Hiroshima University , Higashi-Hiroshima 739-8527, Japan., Takimiya K; Emergent Molecular Function Research Group, RIKEN Center for Emergent Matter Science (CEMS) , 2-1 Hirosawa, Wako, Saitama 351-0198, Japan., Bähring S; Department of Physics, Chemistry, and Pharmacy, University of Southern Denmark , Campusvej 55, Odense M DK-5230, Denmark., Jeppesen JO; Department of Physics, Chemistry, and Pharmacy, University of Southern Denmark , Campusvej 55, Odense M DK-5230, Denmark. |
| Abstrakt: |
The dual-analyte responsive behavior of tetraTTF-calix[4]pyrrole receptor 1 has been shown to complex electron-deficient planar guests in a 2:1 fashion by adopting a so-called 1,3-alternate conformation. However, stronger 1:1 complexes have been demonstrated with tetraalkylammonium halide salts that defer receptor 1 to its cone conformation. Herein, we report the complexation of an electron-deficient planar guest, 1,4,5,8-naphthalenetetracarboxylic dianhydride (NTCDA, 2) that champions the complexation with 1, resulting in a high association constant K a = 3 × 10 10 M -2 . The tetrathiafulvalene (TTF) subunits in the tetraTTF-calix[4]pyrrole receptor 1 present a near perfect shape and electronic complementarity to the NTCDA guest, which was confirmed by X-ray crystal structure analysis, DFT calculations, and electron density surface mapping. Moreover, the complexation of these species results in the formation of a charge transfer complex (2 2 ⊂1) as visualized by a readily apparent color change from yellow to brown. |
