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Issue 43, 2018
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Nature and strength of chalcogen–π bonds

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Chalcogen–π interactions occur between a covalently bound chalcogen atom that enters into a non-covalent interaction with an unsaturated moiety, a bonding motif found in various structures, such as, proteins. In this work, we have systematically explored and analyzed chalcogen–π interactions in model systems X2D⋯A (with D = O, S, Se, Te; X = halogen; A = acetylene, ethylene and 2-butyne), using relativistic density functional theory (DFT). The nature and trends in stability of the chalcogen–π bonds are analyzed and interpreted in terms of quantitative MO theory in combination with a matching canonical energy decomposition analysis (EDA) scheme. We find that chalcogen–π bonds increase in strength as the X–D electronegativity difference becomes greater. Moreover, 2-butyne was found to participate in the strongest non-covalent interaction due to enhanced orbital interactions.

Graphical abstract: Nature and strength of chalcogen–π bonds

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The article was received on 20 Sep 2018, accepted on 23 Oct 2018 and first published on 23 Oct 2018

Article type: Paper
DOI: 10.1039/C8CP05922E
Citation: Phys. Chem. Chem. Phys., 2018,20, 27592-27599

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    Nature and strength of chalcogen–π bonds

    M. Bortoli, S. M. Ahmad, T. A. Hamlin, F. M. Bickelhaupt and L. Orian, Phys. Chem. Chem. Phys., 2018, 20, 27592
    DOI: 10.1039/C8CP05922E

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