Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Unusual Stability of Diastereomers of the Isomeric Pyridine-based Leuco-TAM Dyes 2,2'-(2-(Pyridin-4 or 3-yl)propane-1,3-diylidene)bis(5-chloro-1,3,3-trimethylindoline)

  • Ma, So-Young (Department of Advanced Materials Chemistry, Korea University) ;
  • Kim, Do-Kyung (Department of Advanced Materials Chemistry, Korea University) ;
  • Lim, Hyun-Woo (Department of Advanced Materials Chemistry, Korea University) ;
  • Roh, Se-Jung (Department of Advanced Materials Chemistry, Korea University) ;
  • Keum, Sam-Rok (Department of Advanced Materials Chemistry, Korea University)
  • Received : 2011.10.26
  • Accepted : 2011.11.23
  • Published : 2012.02.20
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References

  1. Nair, V.; Thomas, S.; Mathew, S. C.; Abhilash, K. G. Tetrahedron 2006, 62, 6731. https://doi.org/10.1016/j.tet.2006.04.081
  2. Aldag, R. In Photochromism: Molecules and Systems; Durr, H., Bouas-Laurent, H., Ed.; Elsevier: London, 1990.
  3. Duxbury, D. F. Chem. Rev. 1993, 93, 381. https://doi.org/10.1021/cr00017a018
  4. Shchepinov, M. S.; Korshun, V. A. Chem. Soc. Rev. 2003, 32, 170 https://doi.org/10.1039/b008900l
  5. Cho, B. P.; Yang, T.; Blankenship, L. R.; Moody, J. D.; Churchwell, M.; Beland, F. A.; Culp, S. J. Chem. Res. Toxicol. 2003, 16, 285. https://doi.org/10.1021/tx0256679
  6. Kandela, I. K.; Bartlett, J. A.; Indig, G. L. Photochem. Photobiol. Sci. 2002, 1, 309-314. https://doi.org/10.1039/b110572h
  7. Culp, S. J.; Beland, F. A. J. Am. Coll. Toxicol. 1996, 15, 219. https://doi.org/10.3109/10915819609008715
  8. Alderman, D. J. J. Fish Dis. 1985, 8, 289. https://doi.org/10.1111/j.1365-2761.1985.tb00945.x
  9. Plakas, S. M.; Doerge, D. R.; Turnipseed, S. B. In Xenobiotics in Fish; Kluwer Academic and Plenum Publisher: NY. 1999; p 149.
  10. Ma, J. C.; Dougherty, D. A. Chem. Rev. 1997, 97, 1303. https://doi.org/10.1021/cr9603744
  11. Bartholome, D.; Klemm, E. Macromolecules 2006, 39, 5646. https://doi.org/10.1021/ma061067v
  12. Kandela, I. K.; Bartlett, J. A.; Indig, G. L. Photochem. Photobiol. Sci. 2002, 1, 309. https://doi.org/10.1039/b110572h
  13. Green, T. W.; Wuts, G. M. In Protective Groups in Organic Synthesis, 3rd ed.; Wiley: New York, NY, 1999.
  14. Patel, V. F.; Hardin, J. N.; Starling, J. J.; Mastro, J. M. Bioorg. Med. Chem. Lett. 1995, 5, 507. https://doi.org/10.1016/0960-894X(95)00062-X
  15. Shchepinov, M. S.; Chalk, R.; Southern, E. M. Tetrahedron 2000, 56, 2713. https://doi.org/10.1016/S0040-4020(00)00223-4
  16. Keum, S. R.; Roh, S. J.; Lee, M. H.; Sauriol, F.; Buncel, E. Magn. Reson. Chem. 2008, 46, 872. https://doi.org/10.1002/mrc.2255
  17. Keum, S. R.; Roh, S. J.; Kim, Y. N.; Im, D. H.; Ma, S. Y. Bull. Korean Chem. Soc. 2009, 30, 2608. https://doi.org/10.5012/bkcs.2009.30.11.2608
  18. Bartlett, J. A.; Indig, G. L. Photochem. Photobiol. 1999, 70, 490. https://doi.org/10.1111/j.1751-1097.1999.tb08243.x
  19. Moore, J. W.; Pearson, R. G. In Kinetics and Mechanism, 3rd ed.; Wiley: New York, NY, 1981; p 304.
  20. Anslyn, E. V.; Dougherty, D. A. In Modern Physical Organic Chemistry; University Science Books: 2006; p 367.
  21. Liao, S.; Collum, D. B. J. Am. Chem. Soc. 2003, 125, 15114. https://doi.org/10.1021/ja030409z
  22. Papallardo, R. R.; Sanchez Marcos, E.; Ruiz-Lopez, M. F.; Rinaldi, D.; Rivail, J.-L. J. Am. Chem. Soc. 1993, 115, 3722. https://doi.org/10.1021/ja00062a043
  23. Keum, S. R.; Lim, H. W.; Ma, S. Y. Dyes and Pigments submitted.

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