Abstract
Formation of novel lower rim derivatives of p-tert-butylthiacalix[4]arene through direct reflux between p-tert-butylthiacalix[4]arene tetrahydrazides (cone, partial cone and 1,3-alternate conformers) and N-methylisatin in absolute ethanol. The study is clearly showed a facile synthesis of di- and tetrasubstituted p-tert-butylthiacalix[4]arene derivatives (2, 3 and 4) with excellent yields (up to 95%). The novel products were investigated by using the state-of-the-art techniques such as FT-IR, 1H-NMR and 13C-NMR spectroscopies. Moreover, the potential applications of these derivatives were screened for their ability to detect and remove alkali and transition metals (Li+, Na+, K+, Cs+, Pb2+, Cd2+, Hg2+, Ni2+, Co2+, Cu2+, Ag+) using the liquid–liquid extraction method with promising results.
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References
S. Patra, D. Maity, R. Gunupuru, P. Agnihotri, P. Paul, J. Chem. Sci. 124, 1287 (2012)
S.O. Ojwach, S.G. Nyamato, B. Omondi, J. Darkwa, A.O. Okoth, J. Coord. Chem. 65, 298 (2012)
B. Mokhtari, K. Pourabdollah, N. Dalali, J. Coord. Chem. 64, 743 (2011)
C.D. Gutsche, Calixarenes Revisited, in Monographs in Supramolecular Chemistry, ed. by J.F. Stoddart (RSC, London, 1998)
L. Mandolini, R. Ungaro (eds.), Calixarenes in Action (Imperial College Press, London, 2000)
J. Vicens, J. Harrofield (eds.), Calixarenes in Nanoworld (Springer, Dordrecht, 2007)
C.D. Gutsche, Calixarenes. An Introduction (Royal Society of Chemistry, Cambridge, 2008)
Z. Asfari, V. Bomer, J. Harrofield, J. Vicens (eds.), Calixarenes (Kluwer Academic Publications, Dordrecht, 2001)
P. Neri, Calixarenes, Beyond (Springer, New York, 2016)
M. Zhao, J. Lv, D. Shun Guo, RSC. Adv. 17, 10021 (2017)
R. Kumar, Y.O. Lee, V. Bhalla, M. Kumar, J.S. Kim, Chem. Soc. Rev. 43, 4824 (2014)
I.I. Stoikov, R.Z. Nasibullin, V.A. Smolentsev, L.I. Gafiullina, A.Y. Zhukov, J.B. Puplampu, I.S. Antipin, A.I. Konovalov, Mendeelv Commun. 16, 248 (2006)
A.O. Omran, Chin. J. Chem. 27, 1937 (2009)
S.N. Podyachev, N.E. Kashapova, V.V. Syakaev, S.N. Sudakova, R.R. Zainullina, M. Gruner, W.D. Habicher, T.A. Barsukova, F. Yang, A.I. Konovalov, J. Incl. Phenom. Macrocycl. Chem. 78, 371 (2014)
A.O. Omran, F.A. Elgendy, A. Nafady, Int. J. Electrochem. Sci. 11, 4729 (2016)
S.A. Lahsasni, O.A. Omran, Heterocycles 89, 1195 (2014)
Acknowledgements
The authors gratefully acknowledge the approval and the support of this research study by the Grant No. 7300-SCI-2017-1-8-F7 from the Deanship of Scientific Research at Northern Border University, Arar, K.S.A.
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Mohamad, A.D.M., Omran, O.A. Synthesis, characterization of novel p-tert-butylthiacalix[4]arene derivatives and its application for extraction of alkali and transition elements. J IRAN CHEM SOC 16, 2197–2202 (2019). https://doi.org/10.1007/s13738-019-01691-6
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DOI: https://doi.org/10.1007/s13738-019-01691-6