Citation:
Tayyebeh Madrakian, Sara Heidari. Interaction of benzene-1,3-disulfonylamid-kriptofix[22] with iodine in chloroform and dichloromethane solutions[J]. Chinese Chemical Letters,
;2014, 25(10): 1375-1378.
doi:
10.1016/j.cclet.2014.04.015
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The interaction of iodine as an s-acceptor with a synthetic ligand, benzene-1,3-disulfonylamid-kriptofix [22] (BDSAK) as a p-donor has been investigated spectrophotometrically in chloroform (CHCl3) and dichloromethane (DCM) solutions. The results of mole ratio plots and Job's method show the stoichiometry of complexation I2/BDSAK is 1:1. Stability constants have been calculated in various temperatures and thermodynamic parameters have also been determined from the temperatures dependence of the stability constants by using van't Hoff equation. The results indicate the iodine complex with BDSAK is enthalpy stabilized but entropy destabilized.
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Keywords:
- Charge transfer complex,
- Iodine,
- Spectrophotometry,
- Solvent effect
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[1]
[1] H.B. Hassib, Y.M. Issa, Conductimetric studies of charge transfer complexes of some benzylidene aniline schiff bases with substituted p-benzoquinones, Egypt, J. Chem. 39 (1996) 329-338.
-
[2]
[2] R.S. Mulliken, Molecular compounds and their spectra. III. The interaction of electron donors and acceptors, Phys. Chem. 56 (1952) 801-822.
-
[3]
[3] K. Brueggermann, R.S. Czernuszewicz, J.K. Kochi, Charge-transfer structures of aromatic electron donor-acceptor complexes with titanium tetrachloride. Ground-state and excited-state spectroscopy for redox processes, Phys. Chem. 96 (1992) 4405-4414.
-
[4]
[4] M. Goes, J.W. Verhoeven, H. Hofstraat, K. Brunner, OLED and PLED devices employing electrogenerated, intramolecular charge-transfer fluorescence, Chem. Phys. Chem. 4 (2003) 349-358.
-
[5]
[5] A. Eyehmuller, A.L. Rogach, Chemistry and photophysics of thiol-stabilized II-VI semiconductor nanocrystals, Pure Appl. Chem. 72 (2000) 179-188.
-
[6]
[6] R. Dabestani, K.J. Reszka, M.E. Sigman, Surface catalyzed electron transfer from polycyclic aromatic hydrocarbons (PAH) to methyl viologen dication: evidence for ground-state charge transfer complex formation on silica gel, J. Photochem. Photobiol. A 117 (1998) 223-226.
-
[7]
[7] S.Y. AlQaradawi, E.L.M. Nour, Synthesis and spectroscopic structural studies of the adducts formed in the reaction of aminopyridines with TCNQ, J. Mol. Struct. 794 (2006) 251-254.
-
[8]
[8] K. Wang, D.S. Guo, M.Y. Zhao, Y. Liu, A supramolecular vesicle based on the complexation of p-sulfonatocalixarene with protamine and its trypsin-triggered controllable-release properties, Chem. Eur. J. (2014), http://dx.doi.org/10.1002/ chem.201303963.
-
[9]
[9] X. He, B. Xu, Y.Q. Liu, Y.Q. Yang, W.J. Tian, Effect of intramolecular charge transfer on the two-photon absorption behavior of multibranched triphenylamine derivations, J. Appl. Phys. 111 (2012) 053516-153516.
-
[10]
[10] X.Y. Shen, W.Z. Yuan, Y. Liu, et al., Fumaronitrile-based fluorogen: red to near-infrared fluorescence, aggregation-induced emission, solvatochromism, and twisted intramolecular charge transfer, J. Phys. Chem. 116 (2012) 10541-10547.
-
[11]
[11] M.J.S. Dewar, A.R. Lepley, π-Complexes. I. Charge transfer spectra of π-complexes formed by trinitrobenzene with polycyclic aromatic compounds, J. Am. Chem. Soc. 83 (1961) 4560-4563.
-
[12]
[12] A. Afkhami, T. Madrakian, H. Tahmasebi, H. Keypour, H. Khanmohammadi, Interaction of new polyamine ligand N,N,N',N'-tetrakis(2-salicylideneaminoethyl) butane-1,4-diamine with iodine in chloroform and dichloromethane solutions, Phys. Chem. Liq. 46 (2008) 372-378.
-
[13]
[13] T. Madrakian, M. Mohammadnejad, F. Hojati, Investigation of electron donoracceptor complex formation between morpholine and 2,4,6-trimorpholino-1,3,5-triazin with iodine in two solvents with soft-modeling approaches, J. Mol. Struct. 968 (2010) 1-5.
-
[14]
[14] M. Torabbeigi, T. Madrakian, A. Afkhami, Kinetic study of charge transfer complexes of ICl3 with DB18C6 and DC18C6 in some nonaqueous solvents, J. Incl. Phenom. Macrocycl. Chem. 67 (2010) 127-132.
-
[15]
[15] A. Ghaderi, M.S. Thesis, The Synthesis of Quinolines under Green Conditions, Faculty of Chemistry. Bu-Ali Sina University, Hamedan, Iran, 2010.
-
[16]
[16] L.J. Andrew, E.S. Prochaska, A. Loewenschuss, Resonance Raman and ultraviolet absorption spectra of the triiodide ion produced by alkali iodide-iodine argon matrix reactions, Inorg. Chem. 19 (1980) 463-465.
-
[17]
[17] M. Mizuno, J. Tanaka, I. Harada, Electronic spectra and structures of polyiodide chain complexes, J. Phys. Chem. 85 (1981) 1789-1794.
-
[18]
[18] A. Semnani, M. Shamsipur, Spectrophotometric study of the complexation of iodine with macrocycles in chloroform solution, J. Chem. Soc. Dalton Trans. 11 (1996) 2215-2218.
-
[19]
[19] W. Likussar, D.F. Bolts, Theory of continuous variations plots and a new method for spectrophotometric determination of extraction and formation constants, J. Anal. Chem. 43 (1971) 1265-1272.
-
[20]
[20] V.A. Nicely, J.L. Dye, A general purpose curve fitting program for class and research use, J. Chem. Educ. 48 (1971) 443.
-
[21]
[21] V. Gutmann, Coordination Chemistry in Nonaqueous Solvents, Springer-Verlag, Vienna, 1968.
-
[22]
[22] A. Cipiciani, S. Satini, G. Saveth, Molecular complexes between substituted indoles and tetracyanoethylene, J. Chem. Soc. Faraday Trans. 1 75 (1979) 497-502.
-
[23]
[23] A.M. Nour-el-Din, Charge-transfer complexes between beteroaromatic N-oxides and π-acceptors, Spectrochim. Acta A 41 (1985) 1101-1104.
-
[24]
[24] I.M.M. Carvalho, M.H. Gehelan, The solvent effect on electronic energy transfer between excited [Ru(bpy)3]2+ donor and aromatic acceptors, J. Photochem. Photobiol. Chem. A 122 (1999) 109-113.
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