41757-99-7Relevant academic research and scientific papers
The crown ether size and stereochemistry affect the self-assembly, hydrogelation, and cellular interactions of crown ether/peptide conjugates
Lin, Hsin-Chieh,Mohammed, Mohiuddin,Saddik, Abdelreheem Abdelfatah
supporting information, p. 9961 - 9970 (2020/11/18)
The discovery of crown ethers and their unique interactions with ions make them play a key role in supramolecular chemistry. In this study, we have developed a new type of amphiphilic crown ether (DB18C6, DB24C8)-conjugated phenylalanine dipeptides for th
A new class of flavonoids bearing macrocyclic polyethers by stereoselective photochemical cycloaddition reaction
Ishikawa, Hiroki,Uemura, Naohiro,Taira, Ryo,Sano, Kento,Yoshida, Yasushi,Mino, Takashi,Kasashima, Yoshio,Sakamoto, Masami
, p. 3911 - 3916 (2019/06/18)
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.
Catechol ether chain bridged diureido pyrimidone compound and synthesizing method thereof
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Paragraph 0037-0039, (2019/03/08)
The invention provides a catechol ether chain bridged diureido pyrimidone compound and a synthesizing method, and relates to a compound and a synthesizing method thereof. The compound is an ether chain bridged diureido pyrimidone compound based on condens
Synthesis of Novel Di Benzo spiro bis-crown-ether
Lari, Jalil,Moradgholi, Fatemeh,Vahedi, Hooshang,Massoudi, Abdolhossein
, p. 668 - 673 (2015/11/09)
This paper focuses on the synthesis of a wide variety of di benzo spiro bis-crown compounds, in good yields using di-phenols, mono tosylates of oligoethylene glycols and caesium carbonate in acetonitrile.
Strong induced-fit binding of viologen and pyridine derivatives in adjustable porphyrin cavities
Deutman, Alexander B. C.,Smits, Jan M. M.,De Gelder, René,Elemans, Johannes A. A. W.,Nolte, Roeland J. M.,Rowan, Alan E.
, p. 11574 - 11583 (2015/02/02)
The synthesis and binding properties of new porphyrin cage compounds consisting of a rigid diphenylglycoluril part, which is connected via flexible bis(ethyleneoxy) spacers to a (metallo)porphyrin "roof", are reported. Binding of viologen guests and pyrid
Alkynyl crown ethers as a scaffold for hyperconjugative assistance in noncatalyzed azide-alkyne click reactions: Ion sensing through enhanced transition-state stabilization
Gold, Brian,Batsomboon, Paratchata,Dudley, Gregory B.,Alabugin, Igor V.
, p. 6221 - 6232 (2014/07/21)
Our recent work has provided an alternative strategy for acceleration of azide/alkyne cycloadditions via selective transition state (TS) stabilization. Optimization of hyperconjugative assistance, provided by the antiperiplanar arrangement of propargylic -acceptors relative to the forming bonds, is predicted to relieve strain in cyclooctynes while providing large acceleration to the cycloaddition. The present work investigates this strategy in alkynyl crown ethers, where propargylic C-O bonds contained within the macrocycle are constrained close to proper alignment for hyperconjugative assistance. Preorganization of -acceptors into the optimal arrangement for hyperconjugative interactions may alleviate a portion of the entropic penalty for reaching the TS. Optimal alignment can be reinforced, and transition-state stabilization can be further amplified by binding positively charged ions to the crown ether core, highlighting the potential for applications in ion sensing.
Synthesis of enantiopure P-stereogenic diphosphacrowns using P-stereogenic secondary phosphines
Morisaki, Yasuhiro,Kato, Ryosuke,Chujo, Yoshiki
, p. 2769 - 2774 (2013/05/21)
A new synthetic route to enantiopure P-stereogenic benzodiphosphacrowns using a P-stereogenic secondary bisphosphine as the key building block is reported. Syntheses of the enantiomer and P-stereogenic crowns with various ring structures, as well as debor
Competitive binding of Ba2+and Sr2+ to 18-crown-6 in a receptor with a 1-methoxyanthraquinone analogue as the other binding site
Banerjee, Tanmay,Suresh, Moorthy,Ghosh, Hirendra N.,Das, Amitava
experimental part, p. 4680 - 4690 (2011/11/29)
Owing to their immense biological significance, development of sensors for the selective detection of alkaline earth metal ions has attracted vast research interest. In this article we have reported the synthesis, characterisation and ion binding studies of a new RuII-polypyridyl-crown-anthraquinone complex (5). Studies confirm selective binding of BaII, Sr II and CaII ions, with KaBaa2+ > KaSra2+ >> KaCaa2+, over all other metal ions, to the crown ether moiety and not to the methoxy anthraquinone component, the latter being the second binding site available and known for its affinity towards alkaline earth metal ions from one of our previous reports. A new RuII-polypyridyl complex with two probable binding sites for metal ions has been synthesised to which Ca2+, Sr2+ and Ba2+ were found to bind selectively over all other alkali, alkaline earth, transition and lanthanide metal ions. Studies also confirmed binding of these metal ions solely to the 18-crown-6 and not to the methoxyanthraquinone moiety known to bind alkaline earth metal ions. Copyright
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.
1,2-Dicyano-4,5-bis[2'-(2"-benzyloxyethoxy)ethoxy]benzene-precursor towards new functionalized phthalocyanines
Martynov, Alexander G.,Gorbunova, Yulia G.,Tsivadze, Aslan Yu.,Sauvage, Jean-Pierre
, p. 237 - 238 (2011/03/20)
1,2-Dicyano-4,5-bis[2'-(2"-benzyloxyethoxy)ethoxy]benzene can act as a precursor to new functionalized phthalocyanines with liquid crystal properties.
