Understanding how subtle structural differences between macrocyclic conformational isomers impact their properties and separation has garnered increasing attention in the field of supramolecular synthetic chemistry. In this work, a series of tetraphenylene (TPE)-embedded butterfly bis-crown ether macrocycles (BCE[n], n = 4-7), comprising two crown ether side rings and a TPE core, are synthesized through intramolecular McMurry coupling. Unexpectedly, the presence of flexible oligoethylene chains with varying lengths are found to influence molecular conformation via multiple intramolecular interactions, resulting in the formation of two stabilized conformers with specific semi-rigid symmetric/asymmetric structures (sym-BCE[n] and asym-BCE[n], n = 5, 6).
View Article and Find Full Text PDFBone transplantation is the second most common transplantation surgery in the world. Therefore, there is an urgent need for artificial bone transplantation to repair bone defects. In bone tissue engineering, hydroxyapatite (HA) plays a major role in bone graft applications.
View Article and Find Full Text PDFHerein, we have designed and fabricated a simple and efficient supramolecular self-assembled nanosystem based on host-guest interactions between water-soluble tetraphenylethylene-embedded pillar[5]arene ( ) and ammonium benzoyl-ʟ-alaninate () in an aqueous medium. The obtained assembly of and showed aggregation-induced emission (AIE) via the blocking of intramolecular phenyl-ring rotations and functioned as an ideal donor. After the loading of eosin Y () as acceptor on the surface of the assembly of and , the worm-like nanostructures changed into nanorods, which facilitates a Förster resonance energy transfer (FRET) from the and assembled donor to the acceptor present in the nanorod assembly.
View Article and Find Full Text PDFLight-harvesting, which involves the conversion of sunlight into chemical energy by natural systems such as plants, bacteria, is one of the most universal routine activities in nature. Thus far, various artificial light-harvesting systems (LHSs) have been fabricated toward solar energy utilization through mimicking natural photosynthesis in simplified and altered ways. Macrocycles are supramolecular hosts with unique cavities, in which specific guest molecules can be recognized based on non-covalent interactions.
View Article and Find Full Text PDFGraphene oxide-rhodamine B hydrazide (GO-RhB) nanocomposite was prepared by a simple chemical method and characterized by various spectroscopic and analytical techniques. GO-RhB nanocomposite potentially detects Cr ion (excitation/emission = 550 nm/572 nm) via fluorescence turn "on-off" approach. This composite showed high binding affinity (10 M) with Cr and a+ limit of detection (LOD) down to picomolar concentration (LOD = 85.
View Article and Find Full Text PDFA quinoline-naphthalene duo-based Schiff base probe (R) was synthesized and characterized by the usual spectroscopic and single-crystal X-ray crystallographic techniques. Probe R detects Al and HSO ions via the fluorescent turn-on approach by dual pathways i.e.
View Article and Find Full Text PDFAn orthogonal strategy was utilized for synthesizing a novel water-soluble pillar[5]arene () with tetraphenylethene-functionalized on the bridged methylene group (-position) of the pillararene skeleton. The obtained macrocycle exhibit both the aggregation-induced emission (AIE) effect and interesting host-guest property. Moreover, it can be made to bind with a tailor-made camptothecin-based prodrug guest () to form AIE-nanoparticles based on host-guest interaction and the fluorescence resonance energy transfer process for fabricating a drug delivery system.
View Article and Find Full Text PDFBeilstein J Org Chem
January 2021
Due to the unique characteristics of macrocycles (e.g., the ease of modification, hydrophobic cavities, and specific guest recognition), they can provide a suitable environment to realize photocatalysis via noncovalent interactions with different substrates.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
April 2021
The many useful features possessed by pillararenes (PAs; e.g. rigid, capacious, and hydrophobic cavities, as well as exposed functional groups) have led to a tremendous increase in their popularity since their first discovery in 2008.
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