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Synthesis of Two Novel Aroyl Thioureas and Their Use as Anion Binding Receptors
Corresponding Author(s) : Fatma Aydin
Asian Journal of Chemistry,
Vol. 25 No. 5 (2013): Vol 25 Issue 5
Abstract
New aroyl thioureas; N-nicotinoyl-N'-(4-nitrophenyl) thiourea (3a) and N-nicotinoyl-N'-(2- nitrophenyl) thiourea (3b) were synthesized and studied as anion-binding receptors. Upon adding tetrabutyl ammonium halides (fluoride, chloride bromide and iodide), cyanide and hydroxide ions to their solutions in DMSO respectively, the colour of the solutions has shown striking changes from pale yellow to brillant yellow or red. The binding effects of the anions were investigated by UV-VIS spectroscopic method and 1H NMR titrations.
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- A. Aldrey, C. Nunez, V. Garc, R. Bastida, C. Lodeiro and A. Macias, Tetrahedron, 66, 9223 (2010).
- J. Shao, Wang, H. Lin, J. Li and H. Lin, Sens. Actuators B, 134, 849 (2008).
- W. Huanga, H. Sua, J. Li, H. Lin and H. Lina, Spectrochim. Acta A, 77, 146 (2010).
- S.I. Kondo and M. Sato, Tetrahedron, 62, 4844 (2006).
- P.A. Gale, Chem. Commun., 4525 (2008).
- (a) J. Shao, Y.H. Qiao, H. Lin and H.K. Lin, J. Luminescence, 128, 1985 (2008); (b) B. Chetia and P.K. Iyer, Tetrahedron Lett., 49, 94 (2008).
- B. Giuseppe, C. Grazia, F.H. Kohnkeb and F. Nicolo, Tetrahedron, 63, 10003 (2007).
- H.D.P. Ali, P.E. Kruger and T. Gunnlaugsson, New J. Chem., 32, 1153 (2008).
- T. Ghosh and B.G. Maiya, J. Phys. Chem. A, 108, 11249 (2004).
- J.L. Fillaut, J. Andries, J. Perruchon, J.P. Desvergne, L. Toupet, L. Fadel, B. Zouchoune and J.Y. Saillard, Inorg. Chem., 46, 5922 (2007).
- L.P. Salomonson, B.Vennesland, E. Conn and F. Wissing, Cyanide in Biology Academic Press, New York (1981).
- P.A. Gale, Chem. Commun., 3761 (2005).
- (a) C.R. Bondy and S.J. Loeb, Coord. Chem. Rev., 240, 77 (2003); (b) V. Amendola, L. Fabbrizzi, C. Mangano, P. Pallavicini, A. Poggi and A. Taglietti, Coord. Chem. Rev., 219, 821 (2001).
- A.J. Aminal, D.K. Krishna, B. Ganguly and A. Das, Org. Lett., 6, 20, 3445 (2004).
- a) X. Baoa and Y. Zhou, Sens. Actuators B, 147, 434 (2010); b) J. Bourson, J. Pouget and B. Valeur, J. Phys. Chem., 97, 4552 (1993).
References
A. Aldrey, C. Nunez, V. Garc, R. Bastida, C. Lodeiro and A. Macias, Tetrahedron, 66, 9223 (2010).
J. Shao, Wang, H. Lin, J. Li and H. Lin, Sens. Actuators B, 134, 849 (2008).
W. Huanga, H. Sua, J. Li, H. Lin and H. Lina, Spectrochim. Acta A, 77, 146 (2010).
S.I. Kondo and M. Sato, Tetrahedron, 62, 4844 (2006).
P.A. Gale, Chem. Commun., 4525 (2008).
(a) J. Shao, Y.H. Qiao, H. Lin and H.K. Lin, J. Luminescence, 128, 1985 (2008); (b) B. Chetia and P.K. Iyer, Tetrahedron Lett., 49, 94 (2008).
B. Giuseppe, C. Grazia, F.H. Kohnkeb and F. Nicolo, Tetrahedron, 63, 10003 (2007).
H.D.P. Ali, P.E. Kruger and T. Gunnlaugsson, New J. Chem., 32, 1153 (2008).
T. Ghosh and B.G. Maiya, J. Phys. Chem. A, 108, 11249 (2004).
J.L. Fillaut, J. Andries, J. Perruchon, J.P. Desvergne, L. Toupet, L. Fadel, B. Zouchoune and J.Y. Saillard, Inorg. Chem., 46, 5922 (2007).
L.P. Salomonson, B.Vennesland, E. Conn and F. Wissing, Cyanide in Biology Academic Press, New York (1981).
P.A. Gale, Chem. Commun., 3761 (2005).
(a) C.R. Bondy and S.J. Loeb, Coord. Chem. Rev., 240, 77 (2003); (b) V. Amendola, L. Fabbrizzi, C. Mangano, P. Pallavicini, A. Poggi and A. Taglietti, Coord. Chem. Rev., 219, 821 (2001).
A.J. Aminal, D.K. Krishna, B. Ganguly and A. Das, Org. Lett., 6, 20, 3445 (2004).
a) X. Baoa and Y. Zhou, Sens. Actuators B, 147, 434 (2010); b) J. Bourson, J. Pouget and B. Valeur, J. Phys. Chem., 97, 4552 (1993).