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Pure Appl. Chem., 1995, Vol. 67, No. 5, pp. 691-695

http://dx.doi.org/10.1351/pac199567050691

Enantiomeric recognition of chiral ammonium salts by chiral pyridino- and pyrimidino-18-crown-6 ligands: Effect of structure and solvents

J. S. Bradshaw, P. Huszthy, J. Ty Redd, X.-X. Zhang, T.-M. Wang, J. K. Hathaway, Jolene Young and R. M. Izatt

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  • Podyachev Sergey N., Semenov Vyacheslav E., Syakaev Victor V., Kashapova Nadezda E., Sudakova Svetlana N., Voronina Julia K., Mikhailov Anatoly S., Voloshina Alexandra D., Reznik Vladimir S., Konovalov Alexander I.: Metal binding properties of pyrimidinophanes and their acyclic counterparts. RSC Adv. 2014, 4, 10228. <http://dx.doi.org/10.1039/c3ra47571a>
  • Semenov Vyacheslav E.: Chemistry of pyrimidinophanes: synthesis and applications: a review from 1990 until recently. J Incl Phenom Macrocycl Chem 2013, 77, 1. <http://dx.doi.org/10.1007/s10847-012-0274-x>
  • Pandey Anita, Mohammed Hasan, Karnik Anil: Chiral benzimidazole-derived mono azacrowns: synthesis and enantiomer recognition studies with chiral amines and their ammonium salts. Tetrahedron: Asymmetry 2013, 24, 706. <http://dx.doi.org/10.1016/j.tetasy.2013.04.021>
  • Wang Cheng-Yun, Wang Da-Hui, Leng Tao-Hua, Yu Qing-Sen: Synthesis of a new enantiopure chiral aza crown ether and its application in enantiomeric separation. J Heterocyclic Chem 2005, 42, 1043. <http://dx.doi.org/10.1002/jhet.5570420602>
  • Lee Chi-Sing, Teng Pang-Fei, Wong Wing-Leung, Kwong Hoi-Lun, Chan Albert S.C.: New C2-symmetric 2,2′-bipyridine crown macrocycles for enantioselective recognition of amino acid derivatives. Tetrahedron 2005, 61, 7924. <http://dx.doi.org/10.1016/j.tet.2005.06.014>
  • Colera Manuel, Costero Ana M., Gaviña Pablo, Gil Salvador: Synthesis of chiral 18-crown-6 ethers containing lipophilic chains and their enantiomeric recognition of chiral ammonium picrates. Tet Asymm 2005, 16, 2673. <http://dx.doi.org/10.1016/j.tetasy.2005.06.039>
  • Lee One-Sun, Hwang Sungu, Chung Doo Soo: Free Energy Peturbation and Molecular Dynamics Simulation Studies on the Enantiomeric Discrimination of Amines by Dimethyldiketopyridino-18-Crown-6. Supramol Chem 2000, 12, 255. <http://dx.doi.org/10.1080/10610270008029448>
  • Reichardt Christian, Blum Andreas, Harms Klaus, Schäfer Gerhard: PyridiniumN-Phenolate Betaine Dyes and Their Application to the Characterization of the Polarity of Solvents, XXII. Syntheses and UV/Vis Spectroscopic Properties of Solvatochromic, Halochromic, and Chiro-Solvatochromic PyridiniumN-Phenolate Betaine Dyes with Four Stereogenic Centers. Liebigs Ann /Recueil 1997, 1997, 707. <http://dx.doi.org/10.1002/jlac.199719970411>
  • Habata Yoichi, Bradshaw Jerald S., Nelson Ryan W., Izatt Reed M.: Unusual monosubstitution-monodechlorination product in the reaction of 1,8-dichloroanthraquinone with (S)-(−)-2-(tetrahydropyranyloxy)-1-propanol. Tetrahedron 1997, 53, 4179. <http://dx.doi.org/10.1016/S0040-4020(97)00146-4>