Abstract
The extractability of palladium nitro complexes with the charge state of sulfur and oxygen atoms in thiacalix[4]arenas in the cone and 1,3-alternate conformations are compared. The results of X-ray photoelectron and X-ray emission studies indicate the presence of considerable electron density on the bridging sulfur atoms, which is due to the contribution of the sulfur 3p AO to the upper occupied MOs of molecules. A series of changes in the electron density on sulfur atoms in the order calixarene thioethers > thiacalixarenes > dialkylsulfides ((C10H21)2S) > (C6H5)2S not completely coincide with changes in their extrability, which can be caused by different nature and stoichiometry of the formed palladium complexes.
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References
N. Iki and S. Miyano, J. Incl. Phenom., 41, 99–105 (2001).
É. A. Shokova and V. V. Kovalev, Zh. Org. Khim., 39, vyp. 1, 13–40 (2003).
N. Morohashi, F. Narumi, N. Iki, et al., Chem. Rev., 106, 5291–5316 (2006).
Z. Asfari, A. Bilyk, J. W. C. Dunlop, et al., Angew. Chem. Int. Ed., 40, 721–723 (2001).
V. G. Torgov, Isotopenpraxis, B20, No. 9, 352–359 (1984).
L. N. Mazalov and V. D. Yumatov, Electronic Structure of Extractants [in Russian], Nauka, Novosibirsk (1984).
V. Torgov, G. Kostin, T. Korda, et al., Solvent Extraction and Ion Exchange, 23, No. 6, 781–801 (2005).
H. Akdas, L. Bringel, E. Graf, et al., Tetrahedron Lett., 39, 2311–2314 (1998).
H. Kumagai, M. Hasegawa, S. Miyanari et al, Tetrahedron Lett., 38, 3971/3972 (1997).
J. Lang, H. Dvorakova, I. Bartosova, et al, Tetrahedron Lett., 40, 373 (1999).
P. Lhoták, M. Himl, I. Stibor, et al., Tetrahedron, 59, 7581–7585 (2003).
J. F. Moulder, W. F. Stickle, P. E. Sobol, et al., J. Chastain (ed.). Handbook of X-Ray Photoelectron Spectroscopy, Perkin-Elmer, Eden Prairie, Minnesota (1992).
Jaguar 7.5, Shrodinger Inc., Portland OR (2008).
A. Becke, J. Chem. Phys., 98, 5648 (1993).
C. Lee, W. Yang, and R. G. Parr, Phys. Rev. B, 37, 785 (1988).
A. V. Mitin, J. Baker, and P. Pulay, J. Chem. Phys., 118, 7775 (2003).
L. E. Chirlian and M. M. Francl, J. Comput. Chem., 8, 894 (1987).
W. J. Hehre, R. Ditchfield, R. F. Steward, and J. A. Pople, J. Chem. Phys., 52, 2769 (1970).
T. A. Carlson, Photoelectron and Auger spectroscopy, Plenum Press, New York (1975).
L. N. Mazalov, V. D. Yumatov, and V. V. Murakhtanov, X-ray Spectra of Molecules [in Russian], Nauka, Novosibirsk (1977).
I. P. Alimarin, V. I. Shlenskaya, A. A. Biryukov, et al., Zh. Anal. Khim., 25, No. 10, 1965–1997 (1970).
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Original Russian Text Copyright © 2011 by V. G. Torgov, L. N. Mazalov, G. A. Kostin, T. V. Us, T. M. Korda, N. A. Kryuchkova, E. A. Korotaev, A. D. Fedorenko, and A. B. Drapailo
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Translated from Zhurnal Strukturnoi Khimii, Vol. 52, No. 4, pp. 740–747, July–August, 2011.
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Torgov, V.G., Mazalov, L.N., Kostin, G.A. et al. Thiacalix[4]arenes: Extraction of palladium and the electronic structure. J Struct Chem 52, 718–725 (2011). https://doi.org/10.1134/S0022476611040111
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DOI: https://doi.org/10.1134/S0022476611040111