European Journal of Chemistry 2015, 6(3), 337-341. doi:10.5155/eurjchem.6.3.337-341.1271

Binding properties of coumarin phthalonitrile derivatives in methanol


Olfa Naouali (1) , Besma Mellah (2) , Rawdha Medyouni (3) , Naceur Hamdi (4) , Lassaad Baklouti (5,*)

(1) Laboratory of Applied Chemistry and Natural Substances Resources and Environment, Faculty of Sciences, University of Carthage, Zarzouna-Bizerta, 7021, Tunisia
(2) Centre National de Recherches en Sciences des Matériaux Technopôle Borj-Cédria, Soliman, BP73 8020, Tunisie
(3) Heterocyclic and Organometallic Chemistry Laboratory, Higher Institute of Environmental Sciences and Technology, University of Carthage, Hammam-Lif, 2050, Tunisia
(4) Chemistry Department, College of Science and Arts, Qassim University, Al-Rass, 58883, Kingdom of Saudi Arabia
(5) Laboratory of Applied Chemistry and Natural Substances Resources and Environment, Faculty of Sciences, University of Carthage, Zarzouna-Bizerta, 7021, Tunisia
(*) Corresponding Author

Received: 13 May 2015, Accepted: 20 Jun 2015, Published: 30 Sep 2015

Abstract


The complexation properties of coumarin phthalonitrile derivatives 1-3, towards some transition, heavy and lanthanide metal cations have been investigated in methanol by means of UV spectrophotometry and conductivity experiments. The stoichiometries of the complexes formed and their stability constants were resolved by digital processing of data. A binuclear M2L (M = Metal, L = Ligand) species were formed and the profiles of affinity of ligands 1-3 towards transition metal cations illustrate their selectivity towards Cu2+.


Keywords


Selectivity; Stoichiometry; 4-Hydroxycoumarine; Host-Guest Chemistry; Cation binding properties; Coumarin phthalonitriles

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DOI: 10.5155/eurjchem.6.3.337-341.1271

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References

[1]. Leznoff, C. C. Phthalocyanines; properties and applications, Vol. 1, VCH, New York. 1989.

[2]. Ellis, G. P.; Romney-Alexander, T. M. Chem. Rev. 1987, 87, 779-794.
http://dx.doi.org/10.1021/cr00080a006

[3]. Chambers, M. R. I.; Widdowson, D. A. J. Chem. Soc. Perkin Trans. I 1989, 1365-1366.
http://dx.doi.org/10.1039/p19890001365

[4]. Takagi, K.; Sakakibara, Y. Chem. Len. 1989, 1957-1965.

[5]. Kelle, T. M.; Price, T. R.; Griffith, J. R. Synthesis 1980, 613-622.
http://dx.doi.org/10.1055/s-1980-29135

[6]. Marullo, N. P.; Snow, A. W. ACS Symp. Ser. 1982, 14, 325-337.
http://dx.doi.org/10.1021/bk-1982-0195.ch025

[7]. Siegl, W. O. J. Heterocycl. Chem. 1981, 18, 1613-1618.
http://dx.doi.org/10.1002/jhet.5570180826

[8]. Leznoff, C. C.; Marcuccio, S. M.; Creenberg, S.; Lever, A. B. P.; Tomer. K. B. Can. J. Chem. 1985, 63, 623-632.
http://dx.doi.org/10.1139/v85-102

[9]. Leznoff, C. C.; Terekhov, D. S.; McArthur, C. R.; Vigh, S.; Li, J. Can. J. Chem. 1995, 73, 435-443.
http://dx.doi.org/10.1139/v95-057

[10]. Takahashi, S.; Kuroyama, Y.; Sonogashira, K.; Hagihara, N. Synthesis 1980, 8, 627-630.
http://dx.doi.org/10.1055/s-1980-29145

[11]. Sonogashira, K.; Tohoa, Y.; Haginara. H. Tetrahedron Lett. 1975, 16, 4467-4470.
http://dx.doi.org/10.1016/S0040-4039(00)91094-3

[12]. Marcuccio, S. M.; Svirskaya, P. I.; Greenberg, S.; Lever, A. B. P.; Leznoff, C. C.; Tomer. K. B. Can. J. Chem. 1985, 63, 3057-3069.
http://dx.doi.org/10.1139/v85-507

[13]. Kovshev, E.; Puchnova, V. A.; Luk'yanets. E. A. Zh. Org. Khim. 1971, 7, 369-379.

[14]. Cook, M. J.; Daniel, M. F.; Harrison, K. J.; McKeown, N. B.; Thomson. A. J. J. Chem. Soc. Chem. Commun. 1987, 14, 1086-1088.
http://dx.doi.org/10.1039/c39870001086

[15]. McClelland, R. A.; Seaman, N. E.; Duff, J. M.; Branston. R. E. Can. J. Chem. 1985, 63, 121-128.
http://dx.doi.org/10.1139/v85-020

[16]. Drew, H. D. K.; Kelly, D. B. J. Chem. Soc. 1941, 637-641.
http://dx.doi.org/10.1039/jr9410000637

[17]. Rasmussen, C. R.; Gardocki, J. F.; Plampin, J. N.; Twardzik, B. L.; Reynolds, B. E.; Molinari, A. J.; Schwartz, N.; Bennetts, W. W.; Price, B. E.; Marakowski, J. J. Med. Chem. 1978, 21, 1044-1054.
http://dx.doi.org/10.1021/jm00208a008

[18]. Campagna, F.; Carotti, A.; Cassini, G. Tetrahedron Lett. 1977, 18, 1813-1815.
http://dx.doi.org/10.1016/S0040-4039(01)83612-1

[19]. Hall, T. W.; Greenberg, S.; McArthur, C. R.; Khouw B.; Leznoff. C. C. Nouv. J. Chim. 1982, 6, 653-658.

[20]. Sardari, S.; Mori, Y.; Horita, K.; Micetich, R. G.; Nishibe S.; Daneshtalab, M. Bioorg. Med. Chem. 1999, 7, 1933-1940.
http://dx.doi.org/10.1016/S0968-0896(99)00138-8

[21]. Singh, H. B. Acta Cienc. Indica. Ser. Chem. 1980, 6, 88-91.

[22]. Medyouni, R.; Naouali, O.; Hamdi, N.; Zagrouba, F.; Baklouti, L. J. Adv. Chem. 2015, 11, 3512-3518.

[23]. Casnati, A.; Pochini, A.; Ungaro, R.; Ugozzoli, F.; Arnaud, F.; Fanni, S.; Schwing, M. J.; Egberink, R. J. M.; Jong, F.; Reinhoudt, D. N. J. Am. Chem. Soc. 1995, 117, 2767-2777.
http://dx.doi.org/10.1021/ja00115a012

[24]. Sillen, G.; Warnquist, B. Ark. Kemi. 1968, 31, 377-390.

[25]. Naouali, O.; Soleiman, H.; Baklouti, L. Eur. J. Chem. 2014, 5, 339-342.
http://dx.doi.org/10.5155/eurjchem.5.2.339-342.1003

[26]. Thabet, W.; Baklouti, L.; Zieba, R.; Parola, S. J. Inclusion. Phenom. 2012, 73, 135-139.
http://dx.doi.org/10.1007/s10847-011-0033-4

[27]. Pedersen, C. J. Am. Chem. Soc. 1970, 92, 386-391.
http://dx.doi.org/10.1021/ja00705a605

[28]. Frensdorff, H. K. J. Am. Chem. Soc. 1971, 93, 4684-4686.
http://dx.doi.org/10.1021/ja00748a006

[29]. Ben Othman, A.; Abidi, R.; Baklouti, L.; Vicens, J. Org. Chem. Ind. J. 2005, 1, 38-43.

[30]. Ben Othman, Baklouti, L.; A.; Abidi, R.; Vicens, J. Lett. Org. Chem. 2007, 4, 339-343.

[31]. Irving, H.; Williams, R. J. P. J. Chem. Soc. 1953, 3192-3210.
http://dx.doi.org/10.1039/jr9530003192

[32]. Gutmann, V. The Donor Acceptor Approach to Molecular Interactions, Plenum Press, New York, 1978.
http://dx.doi.org/10.1007/978-1-4615-8825-2

[33]. Naouali, O.; Frija, R.; Elgabsi, W.; Hamdi, N.; Baklouti, L. Med. J. Chem. 2014, 3, 1057-1065.

[34]. Naouali, O.; Boubakri, L.; Hamdi, N.; Baklouti, L. Asian J. Adv. Basic Sci. 2015, 3, 186-193.


How to cite


Naouali, O.; Mellah, B.; Medyouni, R.; Hamdi, N.; Baklouti, L. Eur. J. Chem. 2015, 6(3), 337-341. doi:10.5155/eurjchem.6.3.337-341.1271
Naouali, O.; Mellah, B.; Medyouni, R.; Hamdi, N.; Baklouti, L. Binding properties of coumarin phthalonitrile derivatives in methanol. Eur. J. Chem. 2015, 6(3), 337-341. doi:10.5155/eurjchem.6.3.337-341.1271
Naouali, O., Mellah, B., Medyouni, R., Hamdi, N., & Baklouti, L. (2015). Binding properties of coumarin phthalonitrile derivatives in methanol. European Journal of Chemistry, 6(3), 337-341. doi:10.5155/eurjchem.6.3.337-341.1271
Naouali, Olfa, Besma Mellah, Rawdha Medyouni, Naceur Hamdi, & Lassaad Baklouti. "Binding properties of coumarin phthalonitrile derivatives in methanol." European Journal of Chemistry [Online], 6.3 (2015): 337-341. Web. 22 Sep. 2019
Naouali, Olfa, Mellah, Besma, Medyouni, Rawdha, Hamdi, Naceur, AND Baklouti, Lassaad. "Binding properties of coumarin phthalonitrile derivatives in methanol" European Journal of Chemistry [Online], Volume 6 Number 3 (30 September 2015)

DOI Link: https://doi.org/10.5155/eurjchem.6.3.337-341.1271

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