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Chiral Molecular Recognition in Fast Atom Bombardment Mass Spectrometry (FAB-MS) Enantiomerlabeled (EL) Guest Method Using New Chiral Bis-pyridino-18-crown-6


Abstract

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References

  1. Sawada, M.; Takai, Y.; Mizooku, H. Y.; Kakeuchi, K.; Amada, S.; Kaneda, S. T.; Mizooku, T.; Kakeuchi, K.; Ueno, K.; Hirose, K.; Tobe, Y.; Naemura, K. J. Am. Chem. Soc. 1995, 111, 7726 https://doi.org/10.1021/ja00134a017
  2. Sawada, Y.; Takai, Y.; Yamada, H.; Nishida, J.; Kaneda, T.; Arakawa, R.; Okamoto, M.; Hirose, K.; Tanaka, T.; Naemura, K. J. Chem. Soc., Perkin Trans. 2 1998, 701 https://doi.org/10.1039/a705792j
  3. Suh, H.; Kim, J.-K.; Jung, I.-S.; Lee, S.-E.; Kang, S. W.; Park, J.-S. Bull. Korean Chem. Soc. 1998, 19, 411
  4. Compound 5: yellow powder, mp 146-147 oC, FAB-MS (NBA) m/z 683 (MH+); 1H NMR (300 MHz, CDCl3) d 0.87-1.04 (m, 5H), 1.09-1.5 (m, 8H), 2.65 (t, 2H, J = 7.8 Hz), 2.80-3.30 (m, 4H), 3.67 (dd, 2H, J = 2.4, 10 Hz), 3.84 (t, 2H, J = 7.8 Hz), 4.26 (dd, 2H, J = 8.4, 3 Hz), 4.48-4.99 (m, 10H), 5.80 (br s, 2H), 6.50 (s, 2H) 7.07-7.66 (m, 12H), 7.69 (t, 1H, J = 7.8); 13C NMR (75 MHz, CDCl3) d 166.1, 159.1, 158.9, 157.4, 155.6, 138.1, 137.1, 129.0, 128.5, 127.4, 126. 8, 120.5, 107.4, 79.8, 77.6, 77.2, 76.3, 75.0, 72.3, 70.8, 67.0, 39.9, 34.6, 30.1, 28.8, 28.5, 26.6, 25.6, 15.4
  5. Sawada, M.; Yamada, Y. H. S.; Kaneda, T.; Kamada, T. K.; Mizooku, T.; Takeuchi, S.; Ueno, K.; Hirose, K.; Tobe, K.; Naemura, K. J. Am. Chem. Soc. 1995, 117, 7735 https://doi.org/10.1021/ja00134a017
  6. HyperChem, Release 3.0; Hypercube, Inc.: Ontario, Canada, 1993

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  3. Synthesis of Ferrocenyl and Diphenyl Substituted Bispyridino-18-Crown-6 Ether for Chiral Recognition vol.28, pp.11, 2007, https://doi.org/10.5012/bkcs.2007.28.11.2015
  4. Enantiomeric Recognition in Host-Guest Complexation Using Chiral Bis-pyridino-18-crown-6 Ethers, by Electrospray Ionization Mass Spectrometry (ESI-MS) Enantiomer-Labelled (EL) Guest Method vol.29, pp.5, 2002, https://doi.org/10.5012/bkcs.2008.29.5.1069