- Systematically Studying the Effect of Fluoride on the Properties of Cyclophanes Bearing Naphthalene Diimide and Dialkoxyaryl Groups
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Anion–π interactions between the Lewis basic anion fluoride and π-acidic naphthalene diimide was systematically studied in a series of cyclophanes in which the properties are modulated through the influence of a second, electron-rich aromatic unit. The sy
- Young, Nicholas A.,Drew, Simon C.,Maniam, Subashani,Langford, Steven J.
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- A new class of flavonoids bearing macrocyclic polyethers by stereoselective photochemical cycloaddition reaction
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A new class of flavonoids bearing cyclic polyethers involving a phenyl ring was conveniently provided by the intramolecular photochemical dimerization of 2-chromonecarboxylic esters. Irradiation of 2-chromonecarboxylate with a polyether tethered at both ends promoted intramolecular [2 + 2] cyclobutane formation leading to 14- to 27-membered cyclic polyethers. The efficiency depended on the substituted position of the phenyl ring, with ortho- and meta-substituted derivatives giving cycloadducts in good chemical yields and quantum efficiencies, whereas the para-derivatives were inert toward photolysis. X-ray crystallographic analysis revealed that the stereochemistry of the macrocyclic cycloadducts exhibited C2-symmetry.
- Ishikawa, Hiroki,Uemura, Naohiro,Taira, Ryo,Sano, Kento,Yoshida, Yasushi,Mino, Takashi,Kasashima, Yoshio,Sakamoto, Masami
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p. 3911 - 3916
(2019/06/18)
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- Hydroquinone ether chain bridged diureido pyrimidone compound and synthesis method thereof
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The invention discloses a hydroquinone ether chain bridged diureido pyrimidone compound and a synthesis method thereof, and relates to a compound and a synthesis method thereof. The hydroquinone etherchain bridged diureido pyrimidone compound is a diureid
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Paragraph 0031; 0033
(2019/07/04)
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- One-pot synthesis of cyclophane-type macrocycles using manganese(iii)- mediated oxidative radical cyclization
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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.
- Ito, Yosuke,Tomiyasu, Yuichi,Kawanabe, Takahiro,Uemura, Keisuke,Ushimizu, Yuu,Nishino, Hiroshi
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supporting information; scheme or table
p. 1491 - 1507
(2011/04/23)
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- A highly selective and sensitive polymer-based fluorescence sensor for Hg2+-ion detection via click reaction
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Mercury rising: A Highly Selective and sensitive polymer-based fluorescence sensor synthesized using click reactions affords the most-pronounced fluorescence response to Hg2+ ions.
- Wu, Yuanzhao,Dong, Yu,Li, Junfeng,Huang, Xiaobo,Cheng, Yixiang,Zhu, Chengjian
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scheme or table
p. 2725 - 2729
(2012/06/15)
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- Synthesis of a new class of difunctional tetraphenylene crown ethers
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Three new substituted tetraphenylene crown ethers have been made. Bis(5- carbomethoxy-1,3-phenylene)-bis(p-phenylene)-(3x + 6)-crown-x, where x = 12, 16, and 20 (11b-11d) were synthesized via [1 + 1] cyclization of methyl 3,5- bis[ω-chloro(oligoethyleneoxy)]benzoates (13b-3d) with methyl 3,5-bis[ω- (p-hydroxyphenoxy)(oligoethyleneoxy)]benzoates (16b-6d) using K2CO3 as base and tetrabutylammonium iodide as a phase transfer agent in dimethylformamide (DMF). The corresponding 30-membered (x = 8) macrocycle 11a could not be made by this approach; only the elimination product, 3,5-bis(vinyloxy)benzoic acid (19), was isolated. 16a-16d were made via alkylation of p-benzyloxyphenol (14) with 13a-13d, respectively, followed by hydrogenolysis with Pd/C as catalyst. No complexation of these macrocycles with dibenzylammonium ions was detected by NMR spectroscopy, but weak complexation of 11d with a paraquat derivative was observed.
- Gibson, Harry W.,Nagvekar, Devdatt S.,Delaviz, Yadollah,Bryant, William S.
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p. 1429 - 1436
(2007/10/03)
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- Molecular meccano. 1. [2]rotaxanes and a [2]catenane made to order
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A new synthetic strategy for the elaboration of supramolecular species and molecular compounds containing noncovalently interacting components is described, with the long-term objective of constructing highly ordered, wholly synthetic assemblies from readily available starting materials. These could serve as a basis for the future development of mechanoelectrical and photoelectrical communication systems and devices capable of storing and processing information. The approach was conceived against a background of a quarter of a century's experience in supramolecular, alias host-guest, chemistry. It is based on the use of irreversibly interlocked molecular systems that take the form of catenanes and rotaxanes. Such compounds are seen to be the ideal vehicles through which to transfer from supramolecular and host-guest chemistry the knowledge and experience gained from studying complexes between small chemical entities to very much larger molecular assemblies. Once we know how to interlock molecular components irreversibly and efficiently, we shall have a very much clearer idea on how to intertwine related polymer chains reversibly. A number of template-directed syntheses of [2]rotaxanes and a [2]catenane is discussed. They illustrate that there are inherently simple ways of making apparently complex unnatural products from appropriate substrates without the need for reagent control or catalysis. The noncovalent bonding interactions that are used to self-assemble the 1:1 complexes, which serve as precursors to the rotaxanes and the catenane, as well as to the [2]rotaxanes and the [2]catenane themselves, "live on" in their structures and superstructures after the self-assembly process is complete. A variety of methods, including X-ray crystallography, fast atom bombardment mass spectrometry, ultra violet-visible, luminescence, nuclear magnetic resonance, and electron spin resonance spectroscopies, and electrochemistry, demonstrate the high structural order that is incorporated into these new molecular assemblies in both the solid and solution states.
- Anelli, Pier Lucio,Ashton, Peter R.,Ballardini, Roberto,Balzani, Vincenzo,Delgado, Milagros,Gandoffi, Maria Teresa,Goodnow, Timothy T.,Kaifer, Angel E.,Philp, Douglas,Pietraszkiewicz, Marek,Prodi, Luca,Reddington, Mark V.,Slawin, Alexandra M.Z.,Spencer, Neil,Fraser Stoddart,Vicent, Cristina,Williams, David J.
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p. 193 - 218
(2007/10/02)
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