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A Hexahomotrioxacalix[3]arene-Based Ditopic Receptor for Alkylammonium Ions Controlled by Ag⁺ Ions.
Molecules
February 2018
Department of of Applied Chemistry, Faculty of Science and Engineering, Saga University, Honjo-machi 1, Saga 840-8502 Japan.
A receptor cone-1 based on a hexahomotrioxacalix[3]arene bearing three pyridyl groups was successfully synthesized, which has a C₃-symmetric conformation and is capable of binding alkylammonium and metal ions simultaneously in a cooperative fashion. It can bind alkylammonium ions through the -cavity formed by three aryl rings. This behaviour is consistent with the cone-in/cone-out conformational rearrangement needed to reorganize the cavity for endo-complexation.
View Article and Find Full Text PDFStructurally Flexible C₃-Symmetric Receptors for Molecular Recognition and Their Self-Assembly Properties.
Chem Rec
December 2015
Institute of Chemistry, Academia Sinica, 115 Nankang, Taipei, Taiwan.
The bioinspired design and synthesis of building blocks and their assemblies by the supramolecular approach has ever fascinated scientists to utilize such artificial systems for numerous purposes. Flexibility is a basic feature of natural systems. However, in artificial systems this is difficult to control, especially if there is no preorganization of the component(s) of a system.
View Article and Find Full Text PDFDesign and Synthesis of Amphiphilic and Luminescent Tris-Cyclometalated Iridium(III) Complexes Containing Cationic Peptides as Inducers and Detectors of Cell Death via a Calcium-Dependent Pathway.
Bioconjug Chem
May 2015
†Faculty of Pharmaceutical Sciences, ‡Research Institute for Biomedical Sciences, and §Division of Medical Science-Engineering Corporation, Research Institute of Science and Technology, Tokyo University of Science, 2641 Yamazaki, Noda, Chiba 278-8510, Japan.
Cationic amphiphilic peptides have the potential to function as agents for the treatment of microbial infections and cancer therapy. The cationic and hydrophobic parts of these molecules allow them to associate strongly with negatively charged bacterial or cancer cell membranes, thus exerting antimicrobial and anticancer activities through membrane disruption. Meanwhile, cyclometalated iridium(III) complexes such as fac-Ir(ppy)3 (ppy = 2-phenylpyridine) and fac-Ir(tpy)3 (tpy = 2-(4'-tolyl)pyridine) possess C3-symmetric structures and excellent photophysical properties as phosphorescence materials, which make them important candidates for use in biological applications such as chemosensors, biolabeling, living cell staining, in vivo tumor imaging, and anticancer agents.
View Article and Find Full Text PDF(+)-syn-Benzotriborneol an enantiopure C3-symmetric receptor for water.
Org Biomol Chem
March 2012
Dipartimento di Scienze Molecolari e Nanosistemi, Università Ca' Foscari di Venezia Dorsoduro 2137, I-30123, Venezia, Italy.
(+)-syn-Benzotriborneol forms stable complexes with one molecule of water. This is due to the ability of the host to form three hydrogen bonds with water, to act simultaneously as a hydrogen-bond acceptor and donor, and to a perfect geometrical match between the pair. We report experimental (X-ray and neutron diffraction, VT NMR, DSC, TGA) and stereochemical studies carried out to elucidate and quantify the molecular and thermodynamic aspects of this supramolecular complex.
View Article and Find Full Text PDFRecognition, encapsulation, and selective fluorescence sensing of nitrate anion by neutral C3-symmetric tripodal podands bearing amide functionality.
J Org Chem
February 2012
Institute of Chemistry, Academia Sinica, Taipei, 115, Taiwan, Republic of China.
A series of neutral C(3)-symmetric acyclic artificial receptors incorporating amide functionality has been designed, synthesized, and fully characterized. Upon protonation, these conformationally flexible N-bridged tripodal podands 1-5 form in situ cone shape conformation through hydrogen bonding and C-H···π interactions. The protonation-induced interior preorganized cavity is capable of entrapping nitrate anions through the amide N-H bonds to form discrete nitrate complexes (1a-5a), which were fully characterized by NMR, HRESI mass spectra, and single crystal structures.
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