European Journal of Chemistry

Binding properties of coumarin phthalonitrile derivatives in methanol



Main Article Content

Olfa Naouali
Besma Mellah
Rawdha Medyouni
Naceur Hamdi
Lassaad Baklouti

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+.


icon graph This Abstract was viewed 1503 times | icon graph Article PDF downloaded 757 times

How to Cite
(1)
Naouali, O.; Mellah, B.; Medyouni, R.; Hamdi, N.; Baklouti, L. Binding Properties of Coumarin Phthalonitrile Derivatives in Methanol. Eur. J. Chem. 2015, 6, 337-341.

Article Details

Share
Crossref - Scopus - Google - European PMC
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.

Supporting Agencies

TrendMD

Dimensions - Altmetric - scite_ - PlumX

Downloads and views

Downloads

Download data is not yet available.

Metrics

Metrics Loading ...
License Terms

License Terms

by-nc

Copyright © 2024 by Authors. This work is published and licensed by Atlanta Publishing House LLC, Atlanta, GA, USA. The full terms of this license are available at https://www.eurjchem.com/index.php/eurjchem/terms and incorporate the Creative Commons Attribution-Non Commercial (CC BY NC) (International, v4.0) License (http://creativecommons.org/licenses/by-nc/4.0). By accessing the work, you hereby accept the Terms. This is an open access article distributed under the terms and conditions of the CC BY NC License, which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited without any further permission from Atlanta Publishing House LLC (European Journal of Chemistry). No use, distribution, or reproduction is permitted which does not comply with these terms. Permissions for commercial use of this work beyond the scope of the License (https://www.eurjchem.com/index.php/eurjchem/terms) are administered by Atlanta Publishing House LLC (European Journal of Chemistry).