References
- Gale, P. A. Amide and Urea Based receptors in Encyclopedia of Supramolecular Chemistry; marcel Dekker: New York, 2004; p. 31
- (a) Jose, D. A.; Kumar, D. K.; Ganguly, B.Das, A. Org. Lett. 2004, 6, 3445.(Please refer to the other references for details:no.9-no.25) https://doi.org/10.1021/ol048829w
- (a) Martinez-Manez, R.; Sancenon, F. Chem. Rev. 2003, 103, 4419.(Please refer to the other references for details:no.26) https://doi.org/10.1021/cr010421e
- (a) Kang, S. O.; Linares, J. M.; Powell, D.; VanderVelde, D.; Bowman- James, K. J. Am. Chem. Soc. 2003, 125, 10152.(Please refer to the other references for details:no.27-no.28) https://doi.org/10.1021/ja034969+
- Kim, H.; Kang, J. Bull. Korean Chem. Soc. 2007, 28(9), 1531 https://doi.org/10.5012/bkcs.2007.28.9.1531
-
To a solution of 100 mg (0.38 mmol) of Fat Brown RR in 5 mL of dichloromethane was added 62.4 mg (0.38 mmol) of 4-nitrophenyl isocyanate and the mixture was stirred for 6 hours at room temperature. After the solvent was evaporated from the reaction mixture, the remained solid was washed by dichloromethane. Chromatography on the silicagel (Hexane : Ethyl acetate = 3 : 1) gave 52 mg of red solid product in 32.1% yield
$^1$ H NMR ($DMSO-d_6$ ) 10.5 (s, 1H), 9.5 (s, 1H), 8.9 (d, J = 8.0, 1H), 8.2 (d, J = 9.0, 2H), 8.0 (m, 3H), 7.9 (d, J = 9.0, 1H), 7.8 (d, J = 9.0, 2H), 7.7 (s, 1H), 7.6 (m, 3H), 6.4 (s, 2H), 6.4 (d, J = 9.0, 1H) LRMS (ES) calculated for$C_{23}H_{18}N_6O_3$ , 426.14; found for 426.15. - Benesi, H.; Hildebrand, H. J. Am. Chem. Soc. 1949, 71, 2703 https://doi.org/10.1021/ja01176a030
- Hynes, M. J. J. Chem. Soc., Dalton Trans. 1993, 311
- (b) Hayashita, T.; Onodera, T.; Kato, R.; Nishizawa, S.; Teramae, N. Chem. Commun. 2000, 755. https://doi.org/10.1039/a909758i
- (c) Tozawa, T.; Misawa, Y.; Tokita, S.; Kubo, Y. Tetrahedron Lett. 2000, 41, 5219. https://doi.org/10.1016/S0040-4039(00)00819-4
- (d) Kato, R.; Nishizawa, S.; Hayashita, T.; Teramae, N. Tetrahedron Lett. 2001, 42, 5053. https://doi.org/10.1016/S0040-4039(01)00916-9
- (e) Gunnlaugsson, T.; Davis, A. P.; Glynn, M. Chem. Commun. 2001, 2556. https://doi.org/10.1039/b107608f
- (f) Sasaki, S.; Citterio, D.; Ozawa, S.; Suzuki, K. J. Chem. Soc. Perkin Trans. 2 2001, 2309 https://doi.org/10.1039/b105913k
- (g) Lee, D. H.; Lee, H. Y.; Lee, K. H.; Hong, J.-I. Chem. Commun. 2001, 1188 https://doi.org/10.1039/b102187g
- (h) Hennrich, G.; Sonnenschein, H.; Resch-Genger, U. Tetrahedron Lett. 2001, 42, 2805. https://doi.org/10.1016/S0040-4039(01)00324-0
- (i) Mei, M. H.; Wu, S. K. Acta Chim. Sin. 2001, 59, 1112.
- (j) Jimenez, D.; Martínez-Manez, R.; Sancenon, F.; Soto, J. Tetrahedron Lett. 2002, 43, 2823. https://doi.org/10.1016/S0040-4039(02)00363-5
- (k) Lee, D. H.; Lee, H. Y.; Hong, J.-I. Tetrahedron Lett. 2002, 43, 7273. https://doi.org/10.1016/S0040-4039(02)01455-7
- (l) Kondo, S.; Nagamine, M.; Yano, Y. Tetrahedron Lett. 2003, 44, 8801. https://doi.org/10.1016/j.tetlet.2003.09.207
- (m) Gunnlaugsson, T.; Kruger, P. E.; Lee, T. C.; Parkesh, R.; Pfeffer, F. M.; Hussey, G. M. Tetrahedron Lett. 2003, 44, 6575. https://doi.org/10.1016/S0040-4039(03)01699-X
- (n) Sansone, F.; Chierici, E.; Casnati, A.; Ungaro, R. Org. Biomol. Chem. 2003, 1, 1802. https://doi.org/10.1039/b301595e
- (o) Gunnlaugsson, T.; Davis, A. P.; Hussey, G. M.; Tierney, J.; Glynn, M. Org. Biomol. Chem. 2004, 2, 1856. https://doi.org/10.1039/b404706k
- (p) Lee, J. Y.; Cho, E. J.; Mukamel, S.; Nam, K. C. J. Org. Chem. 2004, 69, 943. https://doi.org/10.1021/jo0356457
- (q) Cho, E. J.; Moon, J. W.; Ko, S. W.; Lee, J. Y.; Kim, S. K.; Yoon, J.; Nam, K. C. J. Am. Chem. Soc. 2003, 125, 12376. https://doi.org/10.1021/ja036248g
- (r) Kim, S. K.; Singh, N. J.; Kim, S. J.; Swamy, K. M. K.; Kim, S. H.; Lee, K.-H.; Kim, K. S.; Yoon, J. Tetrahedron 2005, 61, 4545. https://doi.org/10.1016/j.tet.2005.03.009
- (b) Suksai, C.; Tuntulani, T. Chem. Soc. Rev. 2003, 32, 192. https://doi.org/10.1039/b209598j
- (b) Kondo, S.-I.; Hiraoka, Y.; Kurumatani, N.; Yano, Y. Chem. Commun. 2005, 1720 https://doi.org/10.1039/b417304j
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- A new colorimetric anion sensor which have both a fat brown RR dye and a nitrophenyl group as signaling group vol.69, pp.1-2, 2011, https://doi.org/10.1007/s10847-010-9813-5