A Novel Calix[4]arene Having Long-Chain Monoalkenyl at The Upper Rim
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We synthesized a novel alternating copolymer composed of calix[4] arene and calix[6]arene. Compared to the model compounds of calix[4]arene and calix[6]arene, the alternating copolymer strongly captured fluoranthene because of multipoint host–guest interactions between the calixarenes in the alternating copolymer and fluoranthene.
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ADVERTISEMENT RETURN TO ISSUEPREVNoteNEXTCalixsugars:† Preparation of Upper Rim O-Ketopyranosyl Calix[4]arenes†Alberto Marra, Alessandro Dondoni, and Francesco SansoneView Author Information Dipartimento di Chimica, Laboratorio di Chimica Organica, Università, Ferrara, Italy Cite this: J. Org. Chem. 1996, 61, 15, 5155–5158Publication Date (Web):July 26, 1996Publication History Received29 February 1996Published online26 July 1996Published inissue 1 January 1996https://pubs.acs.org/doi/10.1021/jo960417ghttps://doi.org/10.1021/jo960417gbrief-reportACS PublicationsCopyright © 1996 American Chemical SocietyRequest reuse permissionsArticle Views243Altmetric-Citations50LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InRedditEmail Other access optionsGet e-AlertscloseSupporting Info (1)»Supporting Information Supporting Information SUBJECTS:Carbohydrates,Conformation,Post-translational modification,Reaction products,Stereochemistry Get e-Alerts
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The preparation and coordinative properties of two upper-rim functionalized calixarenes, 5,17-bis(tert-butyl)-11,23-bis(diethoxyphosphinomethoxy)-25,26,27,28-tetrakis(2-ethoxyethoxy)calix [4] arene (4) and 5,17-bis(tert-butyl)-11,23-bis(diphenylphosphinomethyl)-25,26,27,28-tetrakis(2-ethoxyethoxy)calix[4]arene (6) are presented. Diphosphine 6 was oxidized by air to the corresponding di(phosphine oxide) 7. The molecular structure of 7·2CHCl3 was elucidated by X-ray crystallography: C78H94O10P2·2CHCl3, a = 16.313 (5) Å, b = 16.553(5) Å, c = 17.068(6) Å, α = 108.04(2)°, β = 93.13(2)°, γ = 100.27(2)°, Z = 2. The calixarene matrix displays a pinched cone conformation, with the two tBu-phenoxy rings of the macrocycle lying almost perpendicular (interplanar angle 84.7°) and the other two phenoxy rings making an angle of 20.9°. Reaction of 6 with 2 equiv of [AuCl(SC4H8)] (SC4H8 = tetrahydrothiophene) in CH2Cl2 afforded the digold complex 6·(AuCl)2 (8). Reaction of 6 with [RuCl2(p-cymene)]2 resulted in formation of the dinuclear complex 6·[RuCl2(p-cymene)]2 (9) while the rhodium complex 6·[RhCl(norbornadiene)]2 (10) was formed by reaction of 6 with [RhCl(norbornadiene)]2. Complex 10 catalyzes hydroformylation of styrene (CO/H2 = 1, P = 40 bar, 70 °C, styrene/Rh ∼ 585) in the presence of NEt3, from which linear and branched aldehydes were obtained in a 9:91 ratio. Diphosphite 4 was found to be suitable for chelate formation; thus [Pd(η3-MeC3H4)(thf)2]BF4 (thf = tetrahydrofuran) reacts with 4 to yield the mononuclear complex [4·{Pd(η3-MeC3H4)}]BF4 (11), where the metal is located at the mouth of the cavity. All complexes were characterized by elemental analyses and by 1H, 13C, and 31P NMR spectroscopy.
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The synthesis of a partially rigid calix[8]arene with a deep cavity, obtained by capping p-tert-butylcalix[8]arene 1 with tetramethoxy-p-tetrachloromethylcalix[4]arene 2 in the presence of CsF is reported.
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New isomeric upper-rim bis(cobaltocenium)calix[4]arene receptors L1, L2 and a novel upper-rim cobaltocenium-bridged calix[4]arene derivative L3 have been synthesized and shown to selectively complex and electrochemically sense a variety of anionic guest species. Single-crystal X-ray structures of the chloride complexes of L1 and L3 emphasize the importance of hydrogen bonding and the topological nature of the upper-rim anion recognition site to the anion recognition process in the solid state. Proton NMR titration studies in deuterated DMSO solutions reveal these receptors form strong and remarkably selective complexes with MeCO2- and H2PO4- anions dependent upon the positioning of lower-rim tosyl substituents. Cyclic voltammetric investigations have demonstrated these receptors to electrochemically recognize carboxylate, H2PO4-, and Cl- anions.
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The calix arene was modified in the lower rim.At first we get the 25,27-bisethoxycarbhonylmethoxy1-26,28-dihydroxyl-calix arene through adding ethyl bromoacetate to t-buty-calix arene.Then hydrolyzation under basic condition and chloride acylation and acylmidation go on in turns,so at last we synthesize targe molecule V a~V c and by comparison of these host molecule's complex effect to ions.
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