Bulletin of the Korean Chemical Society

  • 제27권11호
  • /
  • Pages.1791-1794
  • /
  • 2006
  • /
  • 0253-2964(pISSN)
  • /
  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
권호 표지
DOI QR코드

DOI QR Code

Enantioselective Carboxylate Receptor Using Glycoluril Molecular Scaffold

  • 발행 : 2006.11.20
PDF 다운로드
⟨ 이전 논문 다음 논문 ⟩

초록

We have introduced a new enantioselective receptor 1 by incorporation of chiral building blocks to the previously reported carboxylate selective receptor 2. Binding studies carried out using $^1H$ NMR revealed that the receptor 1 showed moderate enantioselectivity with a general preference for D-amino acids and a highest enantioselectivity for leucine among the amino acids we investigated.

키워드

참고문헌

  1. Lehn, J.-M. Supramolecular Chemistry, Concepts and Perspectives; VCH: Weinheim, 1995
  2. Zhang, X.; Bradsaw, J. S.; Izatt, R. M. Chem. Rev. 1997, 97, 3313 https://doi.org/10.1021/cr960144p
  3. Finn, M. G. Chirality 2002, 14, 534 https://doi.org/10.1002/chir.10101
  4. Hartely, J. H.; James, T. D.; Ward, C. J. J. Chem. Soc. Perkin Trans. 1 2000, 3155
  5. Pirkle, W. H.; Bowen, W. E. Tetrahedon: Asymmetry 1994, 5, 773 https://doi.org/10.1016/S0957-4166(00)86224-2
  6. Keurentjes, J. T. F.; Naburrs, L. J. W. M.; Vegter, E. A. J. Membranes Sci. 1996, 113, 351 https://doi.org/10.1016/0376-7388(95)00176-X
  7. Murakami, Y.; Kikuchi, J.; Hisaeda, Y.; Hayashida, O. Chem. Rev. 1996, 96, 721 https://doi.org/10.1021/cr9403704
  8. Philip, D.; Stoddart, J. F. Angew. Chem. Int. Ed. 1996, 35, 1154 https://doi.org/10.1002/anie.199611541
  9. Sessler, J. L.; Andrievsky, A. Chem. Eur. J. 1998, 4, 159 https://doi.org/10.1002/(SICI)1521-3765(199801)4:1<159::AID-CHEM159>3.0.CO;2-N
  10. Voyer, N.; Guerin, B. Chem. Commun. 1997, 2329
  11. Kyne, G. M.; Light, M. E.; Hursthouse, M. B.; Mendoza, J. D.; Kilburn, J. D. J. Chem. Soc. Perkin Trans. 1 2001, 1258
  12. Schmuck, C. Chem. Eur. J. 2000, 6, 709 https://doi.org/10.1002/(SICI)1521-3765(20000218)6:4<709::AID-CHEM709>3.0.CO;2-6
  13. Hamann, B. C.; Branda, N. R.; Rebek, Jr. J. Tetrahrdron Letters 1993, 45, 5225
  14. Kang, J.; Jo, J.-H.; In, S. Tetrahrdron Letters 2004, 45, 5225 https://doi.org/10.1016/j.tetlet.2004.05.040
  15. Chegaev, K. Y.; Kravchenko, A. N.; Lebedev, O. V.; Strelenko, Y. A. Mendeleev Comm. 2001, 32
  16. Hynes, M. J. J. Chem. Soc. Dalton Trans. 1993, 311

피인용 문헌

  1. Anion Receptors with Glycoluril Molecular Scaffold vol.19, pp.4, 2007, https://doi.org/10.1080/10610270701358491
  2. Anion receptors based on organic frameworks: highlights from 2005 and 2006 vol.37, pp.1, 2008, https://doi.org/10.1039/b715825d
  3. Amino acid containing anion receptors vol.38, pp.2, 2006, https://doi.org/10.1039/b810531f
  4. Chirality Conversion of Dipeptides in the Schiff Bases of Binol Aldehydes with Multiple Hydrogen Bond Donors vol.30, pp.2, 2006, https://doi.org/10.5012/bkcs.2009.30.2.409