Synthesis and enantioselective transport of crown ethers containing a diarylphosphinic acid unit

References

• Stienbach, C . Mission-Oriented Research Fund in Functional Supramolecular System. Adv. Mater. 1998, 10, 1411–1413.
   Web of Science ®Google Scholar
• Seel, C. ; Galan, A. ; de Mendoza, J . Molecular Recognition of Organic Acids and Anions-Receptor Models for Carboxylates, Amino Acids Nucleotides. Top. Curr. Chem. 1995, 175, 102–132.
   Web of Science ®Google Scholar
• Christiansen, N. H. ; Akedo, H. ; Oxender, D. L. ; Winter, C. G . Permeability and amino acid transport, on the Mechanism of Amino Acid Transport into Cells. In Amino Acid Pools. Holden J. T. , Ed.; Elsevier: Amsterdam, 1962; pp 527–538.
   Google Scholar
• Newcomb, M. ; Helgeson, R. C. ; Cram, D. J . Enantiomer Differentiation in Transport through Bulk Liquid Membranes. J. Am. Chem. Soc. 1974, 96, 7367–7369.
   PubMed Web of Science ®Google Scholar
• Newcomb, M. ; Toner, J. L. ; Helgeson, R. C. ; Cram, D. J . Host-Guest Complexation. 20. Chiral Recognition in Transport as a Molecular Basis for a Catalytic Resolving Machine. J. Am. Chem Soc. 1979, 101, 4941–4947.
   Web of Science ®Google Scholar
• Marchand, A. P. ; Chong, H.-S. ; Ganguly, B . Synthesis of a Novel Cage-Functionalized Chiral Binaphthol Host: A Potential New Agent for Enantioselective Recognition of Chiral Ammonium Salts. Tetrahedr. Asymm. 1999, 10, 4695–4700.
   Google Scholar
• Nadir, D. ; Yasemin, B. ; Halil, H . Enantioselective Transport and Liquid–Liquid Extraction of Amino Acids as Their Potassium and Sodium Salts by Optically Active Diaza-18-Crown-6 Ethers. Chirality 2004, 16, 347–350.
   PubMed Web of Science ®Google Scholar
• Nadir, D. ; Yasemin, B. ; Halil, H . Enantioselective Transport of Amino Acids as Their Potassium and Sodium Salts by Optically Active Diaza-18-Crown-6 Ethers Having Arene Sidearms. Tetrahedr. Asymm. 2004, 15, 2045–2049.
   Google Scholar
• Thavendran, G. ; Humcha, K. H. ; Hedrik, G. K. ; Alan, P. M . Synthesis and Transport Studies of a New Class of Cage-Annulated Chiral Macrocycles. Tetrahedr. Asymm. 2003, 14, 1553–1557.
   Google Scholar
• Koichiro, N. ; Takahisa, M. ; Masanori, K. ; Yoshiki, H. ; Hiroaki, C . Enzymatic Hydrolysis of 2,6-Diacetoxybicyclo[3.3.1]Nonane and 2,6-Diacetoxy-3,3,7,7-Tetramethylbicyclo[3.3.l]Nonane; a Facile Synthesis of the Optically Active Chiral Subunit for Crown Ethers. J. Chem. Soc. Chem. Commun. 1988, 3, 239–241.
   Google Scholar
• Mladen, Z. ; A Leo, F. ; Vinko, S. ; Jack, T. ; George, W. G . The Enantioselective Transport of Z-Amino Acid (Z = Benzyloxycarbonyl) and Dipeptide K+ Carboxylates by Dipeptide Derived Lariat Ethers. J. Chem. Soc. Chem. Commun. 1990, 23, 1726–1728.
   Google Scholar
• Normand, V. ; Simon, C. ; Eric, B. ; Melanie, B. ; Miguel, C. ; Sylvain, L . Chiral Recognition of Carboxylic Acids by Bis-Crown Ether Peptides. Supramol. Chem. 2001, 1, 1–5.
   Google Scholar
• Koichiro, N. ; Lwao, E. ; Atsushi, M. ; Hiroaki, C . Enantiomer Recognition of Crown Ethers and Open-Chain Polyethers Containing the trans-Tetrahydrofuran-2,5-Diylbis(methylene) Subunit as the Chiral Centre. J. Chem. Soc. Chem. Commun. 1986, 9, 666–668.
   Google Scholar
• Szabó, T. ; Hirsch, E. ; Tóth, T. ; Huszthy, P . Synthesis and Transport Studies of New Enantiopure Lipophilic Crown Ethers Containing a Diarylphosphinic Acid Unit. Tetrahedr. Asymm. 2014, 25, 1443–1449.
   Google Scholar
• Szabó, T. ; Hirsch, E. ; Tóth, T. ; Müller, J. ; Riethmüller, E. ; Balogh, G. T. ; Huszthy, P . Synthesis and Enantioselective Transport Studies of Optically Active Lipophilic Proton-Ionizable Crown Ethers Containing a Diarylphosphinic Acid Unit. Tetrahedr. Asymm. 2015, 26, 650–656.
   Google Scholar
• Izatt, R. M. ; Wang, T. ; Hathaway, J. K. ; Zhang, X. X. ; Curtis, J. C. ; Bradshaw, J. S. ; Zhu, C. Y. ; Huszthy, P . Factors Influencing Enantiomeric Recognition of Primary Alkylammonium Salts by Pyridino-18-Crown-6 Type Ligands. J. Incl. Phenom. Macrocycl. Chem. 1994, 17, 157–175.
   Web of Science ®Google Scholar