The advancement of synthetic host-guest chemistry has played a pivotal role in exploring and quantifying weak non-covalent interactions, unraveling the intricacies of molecular recognition in both chemical and biological systems. Macrocycles, particularly calix[4]resorcinarene-based cavitands, have demonstrated significant utility in receptor design, facilitating the creation of intricately organized architectures. Within the realm of macrocycles, these cavitands stand out as privileged scaffolds owing to their synthetic adaptability, excellent topological structures, and unique recognition properties. So far, extensive investigations have been conducted on various applications of calix[4]resorcinarene-based cavitands. In this review, we will elaborate on their diverse functions, including catalysis, separation and purification, polymeric materials, sensing, battery materials, as well as drug delivery. This review aims to provide a holistic understanding of the multifaceted roles of calix[4]resorcinarene-based cavitands across various applications, shedding light on their contributions to advancing the field of supramolecular chemistry.
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The Versatile Applications of Calix[4]resorcinarene-Based Cavitands.
Molecules
December 2024
College of Materials Science and Technology, Nanjing University of Aeronautics and Astronautics, Nanjing 211106, China.
The advancement of synthetic host-guest chemistry has played a pivotal role in exploring and quantifying weak non-covalent interactions, unraveling the intricacies of molecular recognition in both chemical and biological systems. Macrocycles, particularly calix[4]resorcinarene-based cavitands, have demonstrated significant utility in receptor design, facilitating the creation of intricately organized architectures. Within the realm of macrocycles, these cavitands stand out as privileged scaffolds owing to their synthetic adaptability, excellent topological structures, and unique recognition properties.
View Article and Find Full Text PDFMulticomponent Metallo-Supramolecular Nanocapsules Assembled from Calix[4]resorcinarene-Based Terpyridine Ligands.
J Am Chem Soc
April 2020
Department of Chemistry, National Taiwan University, No. 1, Sec. 4, Roosevelt Road, Taipei, 10617, Taiwan.
Tetrafunctionalized calix[4]resorcinarene cavitands commonly serve as supramolecular scaffolds for construction of coordination-driven self-assembled capsules. However, due to the calix-like shape, the structural diversity of assemblies is mostly restricted to dimeric and hexameric capsules. Previously, we reported a spontaneous heteroleptic complexation strategy based on a pair of self-recognizable terpyridine-based ligands and Cd ions.
View Article and Find Full Text PDFSelf-assembled capsules based on tetrafunctionalized calix[4]resorcinarene cavitands.
Chem Soc Rev
January 2015
Department of Chemistry, Graduate School of Science, Shizuoka University, 836 Ohya, Suruga-ku, Shizuoka 422-8529, Japan.
Calix[4]resorcinarene-based cavitands with a bowl-shaped aromatic cavity are widely used as scaffolds for covalently bound and self-assembled capsules. There are two main categories of calix[4]resorcinarene-based cavitands that are tetrafunctionalized at the upper (wider) rim: one category includes derivatives that have functionalized bridges between pairs of hydroxy groups of the calix[4]resorcinarene, and the second category includes derivatives with functional groups at the 2-position on the resorcinol ring and the methylene bridge between pairs of hydroxy groups. This review describes capsular self-assemblies of the latter type of methylene-bridge cavitands, which are formed through hydrogen bonds, metal-coordination bonds, and dynamic covalent bonds.
View Article and Find Full Text PDFHydrogen-bond and metal-ligand coordination bond hybrid supramolecular capsules: identification of hemicapsular intermediate and dual control of guest exchange dynamics.
Chem Asian J
April 2014
Department of Chemistry, Graduate School of Science, Shizuoka University, 836 Ohya, Suruga-ku, Shizuoka 422-8529 (Japan), Fax: (+81) 54-237-3384.
Hybrid supramolecular capsules self-assemble by simultaneously forming hydrogen and metal-ligand coordination bonds on mixing a C2-symmetrical cavitand (calix[4]resorcinarene-based cavitands with ureide and terminal 4-pyridyl units) with platinum or palladium complexes ([Pt(OTf)2] or [Pd(OTf)2] with chelating bisphosphines) in 1:1 ratio. Hemicapsular assemblies formed in the presence of excess amounts of cavitand relative to the platinum or palladium complexes are identified as intermediates in the above self-assembly process by 2D-NOESY spectroscopy. External-anion-assisted encapsulation of a neutral guest, 4,4'-diiodobiphenyl, inside the hybrid supramolecular capsules accompanied conformational changes in the hydrogen-bonding moieties.
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