5897-78-9Relevant academic research and scientific papers
A one-pot synthesis of a self-included bisester-functionalized copillar[5]arene
Jia, Qiong,Du, Xusheng,Wang, Chunyu,Meguellati, Kamel
, p. 721 - 724 (2019)
We report here a one-pot synthetic method for the synthesis of a bisester-functionalized copillar[5]arene (BECP5A) with yield up to 20%. The properties of BECP5A in solution and in solid state were deeply investigated with the aid of 1D and 2D NMR spectra
A color-tunable fluorescent pillararene coordination polymer for efficient pollutant detection
Li, Xiang-Shuai,Li, Yong-Fu,Wu, Jia-Rui,Lou, Xin-Yue,Han, Junyou,Qin, Jianchun,Yang, Ying-Wei
supporting information, p. 3651 - 3657 (2020/02/26)
A dicarboxylatopillar[5]arene (DCP5)-based coordination polymer, namely DCP5-EuxTby, with color-tunable emission and capable of nitroaromatic pollutant detection, has been designed and fabricated via a typical metal-ligand coordination approach. Due to its rigid skeleton and electron-rich cavity, DCP5 plays an important role in this multi-color framework, not only as a linker but also as a blue-color fluorescence donor. Intriguingly, the fluorescent color of DCP5-EuxTby can be tuned from green to red simply by mediating the molar ratio of Eu3+ : Tb3+ in the functional system. More importantly, a white-color emitting system, that is, DCP5-Eu1Tb3, is discovered when the ratio of Eu3+ : Tb3+ is 1 : 3, and the white-light emissive DCP5-Eu1Tb3 exhibits good detection performance toward nitroaromatic pollutants in a wide application field. We envision that this work will open a new avenue for the exploration of synthetic macrocycle-based new materials in the construction of new fluorescent sensors and detectors for environmental sustainability and bio-related fields.
One-pot synthesis of cyclophane-type macrocycles using manganese(iii)- mediated oxidative radical cyclization
Ito, Yosuke,Tomiyasu, Yuichi,Kawanabe, Takahiro,Uemura, Keisuke,Ushimizu, Yuu,Nishino, Hiroshi
supporting information; scheme or table, p. 1491 - 1507 (2011/04/23)
Cyclophane-type macrocyclic compounds from 21 to 56 members having two fused dihydrofuran rings were synthesized by the manganese(iii)-mediated oxidation of terminal dienes with bis(3-oxobutanoate)s containing aromatics. The reaction detail, characterization and reaction pathways are described. The Royal Society of Chemistry 2011.
Microwave-assisted synthesis of novel aryloxyacetyl hydrazones molecular tweezers under solvent-free conditions
Zhao, Zhi-Gang,Liu, Xing-Li,Shi, Zhi-Chuan,Chen, Yu
experimental part, p. 208 - 210 (2010/08/06)
A rapid, efficient and eco-friendly method for the preparation of new aryl-1,4-bisoxyacetylhydrazone molecular tweezers was reported. The reaction is accelerated by microwave irradiation under solvent-free conditions in the presence of solid Al2O3. The structures of these new molecular tweezers were characterised by 1H NMR, IR, MS spectra and elemental analysis.
Polymeric salen-Ti(IV) or V(V) complex catalyzed asymmetric synthesis of O-acetylcyanohydrins from KCN, Ac2O and aldehydes
Huang, Wei,Song, Yuming,Wang, Jing,Cao, Guoying,Zheng, Zhuo
, p. 10469 - 10477 (2007/10/03)
Polymeric salen-Ti(IV) and V(V) complexes were employed in the enantioselective O-acetyl cyanation of aldehydes with potassium cyanide and acetic anhydride. The crosslinked polymeric salen-Ti(IV) catalyst exhibited good activities and enantioselectivities, up to 91% ee with 99% conversion was obtained at -20°C with 1 mol% of catalyst (based on bimetallic catalytic unit). Moreover, six consecutive recyclings with the easily recovered crosslinked polymeric catalyst showed no obvious decrease in either activity or enantioselectivity. Linear polymeric salen-V(V) catalyst showed good catalytic efficiency too, up to 94% ee with 99% conversion was obtained at -42°C with 5 mol% of catalyst. Graphical Abstract.
Cyclobis(paraquat-4,4'-biphenylene) - An Organic Molecular Square
Asakawa, Masumi,Ashton, Peter R.,Menzer, Stephan,Raymo, Francisco M.,Stoddart, J. Fraser,et al.
, p. 877 - 893 (2007/10/03)
Template-directed syntheses of cyclobis(paraquat-4,4'-biphenylene) (1) - a molecular square - have been achieved by use of ?-electron-rich macrocyclic hydroquinone-based and acyclic ferrocene-based templates.In particular, the use of a polyether-disubstituted ferrocene derivative as a template permits synthesis of 1 (which is accessible only in very low yields without templates) on a preparative scale.Furthermore, the use of a macrocyclic hydroquinone-based polyether template incorporating an ester function in one polyether chain - an "oriented" macrocycle - affords a 1:1 mixture of two topologically stereoisomers catenanes.Ester hydrolysis of the ?-electron-rich macrocyclic components mechanically interlocked with 1 within the catenated structures releases the tetracationic cyclophane in quantitative yield as a result of the degradation of the catenanes.The molecular square has been characterized by X-ray crystallography, FAB mass spectrometry, 1H NMR and 13C NMR spectroscopies, and elemental analysis.The binding properties of 1 and of the smaller cyclophane cyclobis(paraquat-p-phenylene) toward a series of ?-electron-rich guests have also been investigated with the above techniques and UV/VIS spectroscopy.The self-assembly of the resulting supramolecular complexes in solution and in the solid state is driven mainly by ?-? stacking interactions and hydrogen-bonding interactions, as well as by edge-to-face T-type interactions.In particular, the complexation of ferrocene or a ferrocene-based derivative within the cavity of 1 suggests the possibility of constructing functioning ferrocene-based molecular and supramolecular devices that can be controlled electrochemically in the form of catenanes, rotaxanes, and pseudorotaxanes. -Keywords: catenanes; second-sphere coordination; self-assembly; template syntheses; topological stereoisomerism
76. Large Water-Soluble Cyclophanes with Convergent Intracavity Functionality
Diederich, Francois,Carcanague, Daniel R.
, p. 800 - 818 (2007/10/02)
New tricyclic spacers, readily available trough fourfold Mannich reaction of substituted dibenzyl ketones, were introduced into a series of ten H2O-soluble cyclophanes with spacious preorganized cavity binding sites.These spacers provide H2O-solubility with amine or crown-ether functionality remote from the cyclophane cavity while directing functional groups such as keto or OH groups in a precise geometrical array inside the cavity.The cyclophanes were designed to include organic substrates via a combination of apolar and specific polar functionalgroup interactions.The X-ray crystal-structure analysis of the tritopic receptor 18 with one potential neutralmolecule and two cation-binding sites showed a large rectangular open cavity with dimensions of roughly 9 x 14 Angstroem and a spacing of 9.7 Angstroem between the O-atoms of two convergent C=O groups.Despite the binding-site preorganization, cyclophanes incorporating two of the new spacers did not show any substrate binding in aqueous solutions.The failure of these systems to function as receptors is mainly due to steric hindrance to important cyclophane aromatic ring-guest interactions.Also, the favorable solvation of the intracavity functionality may prevent the formation of complexes.Hybrid receptors constructed from the novel spacers and diphenylmethane units were found to bind flat aromatic substrates as well as bulky paracyclophanes.The observed large differences in stability (ΔΔGo > 2 kcal mol-1) of the complexes formed by three structurally closely related hybrid receptors with convergent C=O, OH, or CH2 groups and 6-hydroxynaphthalene-2-carbonitrile as guest can be explained by a strong solvation effect of the convergent functional groups on apolar inclusion complexation.
THE FORMATION OF COMPLEXES BETWEEN AZA DERIVATIVES OF CROWN ETHERS AND PRIMARY ALKYLAMMONIUM SALTS. PART 9. BICYCLIC DERIVATIVES OF DIAZA CROWN ETHERS
Kyte, Andrew B.,Owens, Ken A.,Sutherland, Ian O.,Newton, Roger F.
, p. 1921 - 1928 (2007/10/02)
The bridged diaza-15-crown-5 derivatives (12a-c) and (16) form complexes with alkylammonium cations RN(+)H3 in organic solvents.The 1H n.m.r.spectra of the complexes (12).RN(+)H3 show that they are mostly of the inclusion type (3) but in a few cases a second diastereoisomeric complex, possibly (4), is also formed.These bicyclic hosts do not show particularly high selectivity in complexation on the basis of competition between pairs of guest cations.
