Abstract
An X-ray photoelectron and X-ray emission study of the charge state of thiacalix[4]arenes is performed with a comparison with the data of quantum chemical calculations. Relaxation corrections between the Kohn-Sham orbital energies calculated by the DFT method and experimental parameters of the X-ray emission and photoelectron spectra of the studied compounds are estimated. It is shown that the formation of a cyclic aromatic system in thiacalixarenes results in a decrease in the energy of orbitals involving p-π interactions of the bridging sulfur atoms and aromatic moieties, which determines the features of the X-ray emission spectra of the studied compounds.
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References
N. Iki and S. Miyano, J. Incl. Phenom., 41, 99–105 (2001).
È. A. Shokova and V. V. Kovalev, Zh. Org. Khim., 39, No. 1, 13–40 (2003).
N. Morohashi, F. Narumi, N. Iki, N. Hattori, and S. Miyano, Chem. Rev., 106, 5291–5316 (2006).
Z. Asfari, A. Bilyk, J. W. C. Dunlop, et al., Angew. Chem. Int. Ed., 40, 721–723 (2001).
Y. K. Agrawal and J. P. Pancholi, Ind. J. Chem., 46A, 1373–1382 (2007).
A. Bilyk, J. W. Dunlop, R. O. Fuller, A. K. Hall, J. M. Harrowfield, M. W. Hosseini, G. A. Koutsantonis, I. W. Murray, B. W. Skelton, A. N. Sobolev, R. L. Stamps, and A. H. White, Eur. J. Inorg. Chem., 2127–2152 (2010).
A. Bilyk, J. W. Dunlop, R. O. Fuller, A. K. Hall, J. M. Harrowfield, M. W. Hosseini, G. A. Koutsantonis, I. W. Murray, B. W. Skelton, A. N. Sobolev, R. L. Stamps, and A. H. White, Eur. J. Inorg. Chem., 2106–2126 (2010).
A. Bilyk, A. K. Hall, J. M. Harrowfield, M. W. Hosseini, G. Mislin, B. W. Skelton, C. Taylor, and A. H. White, Eur. J. Inorg. Chem., 823–826 (2000).
N. Morohashi, T. Hattori, K. Yokomakura, C. Kabuto, and S. Miyano, Tetr. Lett., 7769 (2002).
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. Drapaylo, J. Struct. Chem., 52, No. 4, 718–725 (2011).
L. N. Mazalov, N. A. Kryuchkova, E. A. Korotaev, A. D. Fedorenko, V. G. Torgov, G. A. Kostin, and V. I. Kal’chenko, J. Struct. Chem., 52, Supplement, S36–S44 (2011).
G. A. Kostin, N. A. Kryuchkova, L. N. Mazalov, V. G. Torgov, and A. B. Drapailo, J. Mol. Struct., 1006, 502–507 (2011).
J. H. Scjfield, J. Electron Spectrosc. Relat. Phenom., 8, 129 (1976).
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).
L. N. Mazalov, V. D. Yumatov, and V. V. Murakhtanov, X-ray Spectra of Molecules [in Russian], Nauka, Novosibirsk (1977).
G. A. Kostin, A. O. Borodin, N. A. Kryuchkova, N. V. Kuratieva, A. I. Boronin, and R. V. Gulyaev, Zh. Koordinats. Khim., 38, No. 8, 566–574 (2012).
L. N. Mazalov, S. V. Trubina, N. A. Kryuchkova, O. A. Tarasenko, S. V. Trubin, and G. I. Zharkova, J. Struct. Chem., 48, No. 2, 253–561 (2007).
L. N. Mazalov, N. A. Kryuchkova, S. V. Trubina, O. A. Tarasenko, and G. K. Parygina, J. Struct. Chem., 49,Supplement, S19–S39 (2008).
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Original Russian Text Copyright © 2013 by N. A. Kryuchkova, S. A. Lavrukhina, G. A. Kostin, L. N. Mazalov, V. G. Torgov, A. V. Kalinkin, A. B. Drapailo
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Translated from Zhurnal Strukturnoi Khimii, Vol. 54, No. 5, pp. 869–878, September–October, 2013.
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Kryuchkova, N.A., Lavrukhina, S.A., Kostin, G.A. et al. X-ray spectral and quantum chemical study of the electronic structure of thiacalix[4]-arenes and their acyclic analogs. J Struct Chem 54, 907–916 (2013). https://doi.org/10.1134/S0022476613050107
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DOI: https://doi.org/10.1134/S0022476613050107