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Pure Appl. Chem., 1978, Vol. 50, No. 9-10, pp. 893-904

http://dx.doi.org/10.1351/pac197850090893

Chiral ionophores

V. Prelog

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  • van Doorn Arie R., Rushton David J., Verboom Willem, Reinhoudt David N., Bos Marinus: Molecular recognition of neutral molecules by rigid binaphthyl metalloclefts: Synthesis, complexation and calculations. Recl Trav Chim Pays-Bas 2010, 111, 415. <http://dx.doi.org/10.1002/recl.19921111001>
  • Cheng Xu, Zhu Shou-Fei, Qiao Xiang-Chen, Yan Pu-Cha, Zhou Qi-Lin: A general synthetic route to chiral dihydroxy-9,9′-spirobifluorenes. Tetrahedron 2006, 62, 8077. <http://dx.doi.org/10.1016/j.tet.2006.06.008>
  • Thiemann Frank, Piehler Torsten, Haase Detlev, Saak Wolfgang, Lützen Arne: Synthesis of Enantiomerically Pure Dissymmetric 2,2'-Disubstituted9,9'-Spirobifluorenes. Eur J Org Chem 2005, 2005, 1991. <http://dx.doi.org/10.1002/ejoc.200400796>
  • Snyder Seth E., Carey James R., Pirkle William H.: Biphasic enantioselective partitioning studies using small-molecule chiral selectors. Tetrahedron 2005, 61, 7562. <http://dx.doi.org/10.1016/j.tet.2005.05.060>
  • Xie Jian-Hua, Zhou Qi-Lin, Cheng Xu, Hou Guo-Hua: Synthesis and Optical Resolution of 9,9‘-Spirobifluorene-1,1‘-diol. Org Lett 2004, 6, 2381. <http://dx.doi.org/10.1021/ol0492546>
  • Hernández JoséV., Almaraz Marta, Raposo Cesar, Martín Mercedes, Lithgow Anna, Crego Mercedes, Caballero Cruz, Morán Joaquín R.: Chiral recognition of tartaric acid derivatives with chromenone-benzoxazole receptors and a spirobifluorene spacer. Tetrahetron Lett 1998, 39, 7401. <http://dx.doi.org/10.1016/S0040-4039(98)01606-2>
  • Cuntze Jens, Diederich François: Molecular Recognition and Enantiomer Separations on a novel chiral stationary phase based on a 9,9′-spirobi[9H-fluorene]-derived molecular cleft. HCA 1997, 80, 897. <http://dx.doi.org/10.1002/hlca.19970800323>
  • Woods Craig R., Benaglia Maurizio, Cozzi Franco, Siegel Jay S.: Enantioselektive Synthese von Helicaten auf Bipyridin-Kupfer(I)-Basis durch den Templateffekt eines chiralen Sekundärstrukturelements: Übertragung von stereochemischer Information im Nanometerbereich. Angew Chem 1996, 108, 1977. <http://dx.doi.org/10.1002/ange.19961081628>
  • Winter-Werner Barbara, Diederich François, Gramlich Volker: Analogs ofCinchona Alkaloids Incorporating a 9,9′-Spirobifluorene Moiety. HCA 1996, 79, 1338. <http://dx.doi.org/10.1002/hlca.19960790509>
  • Lin J. -M., Nakagama T., Hobo T.: Combined chiral crown ether and β-cyclodextrin for the separation ofo-, m-, andp-fluoro-D,L-phenylalanine by capillary gel electrophoresis. Chroma 1996, 42, 559. <http://dx.doi.org/10.1007/BF02290292>
  • Gok Yasar: The synthesis and characterization of novel vicinal dioxime and its cobalt(III) complexes containing 17-membered macrocyclic ionophores. J Polyhedron 1996, 15, 3955. <http://dx.doi.org/10.1016/0277-5387(96)00143-X>
  • Cuntze Jens, Owens Linda, Alcázar Victoria, Seiler Paul, Diederich François: Molecular Clefts Derived from 9,9′-spirobi[9H-fluorene] for enantioselective complexation of pyranosides and dicarboxylic acids. HCA 1995, 78, 367. <http://dx.doi.org/10.1002/hlca.19950780209>
  • Owens Linda, Thilgen Carlo, Diederich François, Knobler Carolyn B.: A New Helicopodand: Molecular Recognition of Dicarboxylic Acids with High Diastereoselectivity. HCA 1993, 76, 2757. <http://dx.doi.org/10.1002/hlca.19930760803>
  • Alcazar Victoria, Diederich Francois: Enantioselektive Komplexierung chiraler Dicarbonsäuren in funktionalisierten spaltenförmigen 9,9′-Spirobifluorenen. Angew Chem 1992, 104, 1503. <http://dx.doi.org/10.1002/ange.19921041115>
  • Alcázar Victoria, Morán joaquín R., Diederich François: Chiral Molecular Clefts For Dicarboxylic Acid Complexation. Isr. J. Chem. 1992, 32, 69. <http://dx.doi.org/10.1002/ijch.199200010>
  • Echegoyen L., Martínez-Díaz M.V., de Mendoza J., Torres T., Vicente-Arana M.J.: Protonated amine transport and chiral recognition by 1,2,4-triazole podands and macrocycles. Tetrahedron 1992, 48, 9545. <http://dx.doi.org/10.1016/S0040-4020(01)88322-8>
  • Žinić Mladen, Frkanec Leo, Škarć Vinko, Trafton Jack, Gokel George W.: Dipeptide-derived lariat ethers as enantioselective carriers of Z-amino acid and dipeptide carboxylates. Supramol Chem 1992, 1, 47. <http://dx.doi.org/10.1080/10610279208027440>
  • Alcázar Montero Victoria, Tomlinson Laura, Houk K.N., Diederich François: Selective α,ω-dicarboxylic acid recognition in a chiral cleft shaped by the 9,9′-spirobifluorene unit. Tetrahetron Lett 1991, 32, 5309. <http://dx.doi.org/10.1016/S0040-4039(00)92372-4>
  • Holý Petr, Morf Werner E., Seller Kurt, Simon Wilhelm, Vigneron Jean-Pierre: Enantioselective Optode Membranes with Enantiomer Selectivity for (R)- and (S)-l-Phenylethylammonium Ions. HCA 1990, 73, 1171. <http://dx.doi.org/10.1002/hlca.19900730505>
  • Prelog Vladimir, Kovačević Miće, Egli Martin: Lipophile Weinsäureester als enantioselektive Ionophore. Angew Chem 1989, 101, 1173. <http://dx.doi.org/10.1002/ange.19891010904>
  • Diederich François: Cyclophane zur Komplexierung von Neutralmolekülen. Angew Chem 1988, 100, 372. <http://dx.doi.org/10.1002/ange.19881000307>
  • Diederich François: Complexation of Neutral Molecules by Cyclophane Hosts. Angew Chem Int Ed Engl 1988, 27, 362. <http://dx.doi.org/10.1002/anie.198803621>
  • Alonso-Lopez Manuel, Jimenez-Barbero Jesus, Martin-Lomas Manuel, Penades Soledad: Synthesis, complexing properties and applications in asymmetric synthesis of bis--18-crown-6 compounds. Tetrahedron 1988, 44, 1535. <http://dx.doi.org/10.1016/S0040-4020(01)85932-9>
  • Egli Martin, Dobler Max: Crystal Structures of Chiral Ionophores: Bis(9,9′-spirobifluorene)-26-crown-4 and -32-crown-6. HCA 1986, 69, 626. <http://dx.doi.org/10.1002/hlca.19860690312>
  • Prelog Vladimir, Mutak Stjepan: Über die Stereoselektivität der 9,9′-Spirobifluoren-kronenäther gegenüber α-Aminoalkoholen. HCA 1983, 66, 2274. <http://dx.doi.org/10.1002/hlca.19830660738>
  • Prelog Vpm Vladimir, Stojanac Žarko, Kovčević Krunoslav: Über die Enantiomerentrennung durch Verteilung zwischen flüssigen Phasen. HCA 1982, 65, 377. <http://dx.doi.org/10.1002/hlca.19820650140>
  • Behr Jean-Paul, Lehn Jeau-Marie, Vierling Pierre: Molecular Receptors. Structural Effects and Substrate Recognition in Binding of Organic and Biogenic Ammonium Ions by Chiral Polyfunctional Macrocyclic Polyethers Bearing Amino-Acid and Other Side-Chains. HCA 1982, 65, 1853. <http://dx.doi.org/10.1002/hlca.19820650620>
  • Joll Scott T., Bradshaw Jerald S., Izatt Reed M.: Synthetic chiral macrocyclic crown ligands: A short review. J Heterocyclic Chem 1982, 19, 3. <http://dx.doi.org/10.1002/jhet.5570190101>
  • Daly John J., Schönholzer Peter, Behr Jean-Paul, Lehn Jean-Marie: Molecular Structure of the Ethylenediammonium Complex of a Tetracarboxy-macrocyclic Receptor Molecule. HCA 1981, 64, 1444. <http://dx.doi.org/10.1002/hlca.19810640521>
  • Neupert-Laves Katarina, Dobler Max: Röntgenstrukturanalysen von Chiralen Ionophoren: NH4NCS-Komplex von 9,9′-Spirobifluoren-22-Krone-5. HCA 1981, 64, 1653. <http://dx.doi.org/10.1002/hlca.19810640543>
  • Behr Jean-Paul, Girodeau Jean-Marc, Hayward Rodney C., Lehn Jean-Marie, Sauvage Jean-Pierre: Molecular Receptors. Functionalized and chiral macrocyclic polyethers derived from tartaric acid. HCA 1980, 63, 2096. <http://dx.doi.org/10.1002/hlca.19800630736>
  • Lehn J.M., Vierling P.: The [18]-N3O3 aza-oxa macrocycle: a selective receptor unit for primary ammonium cations. Tetrahetron Lett 1980, 21, 1323. <http://dx.doi.org/10.1016/S0040-4039(00)74566-7>
  • Kotzyba-Hibert F., Lehn J.M., Vierling P.: Multisite molecular receptors and co-systems ammonium cryptates of macrotricyclic structures. Tetrahetron Lett 1980, 21, 941. <http://dx.doi.org/10.1016/S0040-4039(00)77745-8>
  • Prelog Vladimir, Bedeković Davor: Chirale 2,2′-Polyoxaalkano-9,9′-spirobifluorene. HCA 1979, 62, 2285. <http://dx.doi.org/10.1002/hlca.19790620725>
  • Koryta Jiří: Theory and applications of ion-selective electrodes Part III. Analytica Chimica Acta 1979, 111, 1. <http://dx.doi.org/10.1016/S0003-2670(01)93247-7>
  • Klein Harald: Induzierter circulardichroismus in kronenethern durch komplexierung mit optisch aktiven ammoniumsalzen. Tetrahetron Lett 1979, 20, 3835. <http://dx.doi.org/10.1016/S0040-4039(01)95537-6>