NOVÁK, Martin, Cina FOROUTANNEJAD and Radek MAREK. Asymmetric Bifurcated Halogen Bonds. Physical Chemistry Chemical Physics. Cambridge: Royal Society of Chemistry, 2015, vol. 17, No 9, p. 6440-6450. ISSN 1463-9076. doi:10.1039/C4CP05532B.
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Basic information
Original name Asymmetric Bifurcated Halogen Bonds
Authors NOVÁK, Martin (203 Czech Republic, belonging to the institution), Cina FOROUTANNEJAD (364 Islamic Republic of Iran, belonging to the institution) and Radek MAREK (203 Czech Republic, guarantor, belonging to the institution).
Edition Physical Chemistry Chemical Physics, Cambridge, Royal Society of Chemistry, 2015, 1463-9076.
Other information
Original language English
Type of outcome Article in a journal
Field of Study 10403 Physical chemistry
Country of publisher United Kingdom of Great Britain and Northern Ireland
Confidentiality degree is not subject to a state or trade secret
WWW DOI: 10.1039/C4CP05532B
Impact factor Impact factor: 4.449
RIV identification code RIV/00216224:14740/15:00080652
Organization unit Central European Institute of Technology
Doi http://dx.doi.org/10.1039/C4CP05532B
UT WoS 000351435300032
Keywords in English halogen bond; bifurcated; electron deformation density; delocalization index; natural bond orbitals
Tags podil, rivok
Tags International impact, Reviewed
Changed by Changed by: prof. RNDr. Radek Marek, Ph.D., učo 381. Changed: 13. 1. 2016 14:24.
Abstract
Halogen bonding (XB) is being extensively explored for its potential use in advanced materials and drug design. Despite a significant progress in describing this interaction by theoretical and experimental methods, the chemical nature remains somewhat elusive and, it seems to vary with selected system. In this work we present a detailed DFT analysis of three-center asymmetric halogen bond (XB) formed between dihalogen molecules and variously 4-substituted 1,2-dimethoxybenzene. The energy decomposition, orbital, and electron density analyses suggest that the contribution of electrostatic stabilization is comparable with that of non-electrostatic factors. Both terms increase parallel with increasing the negative charge of the electron donor molecule in our model systems. Depending on the orientation of the dihalogen molecules, this bifurcated interaction may be classified as ‘sigma-hole – lone pair’ or ‘sigma-hole – pi’ halogen bonds. Arrangement of the XB investigated here deviates significantly from a recent IUPAC definition of XB and, in analogy to the hydrogen bonding, term bifurcated halogen bond (BXB) seems to be appropriate for this type of interaction.
Links
ED1.1.00/02.0068, research and development projectName: CEITEC - central european institute of technology
EE2.3.30.0009, research and development projectName: Zaměstnáním čerstvých absolventů doktorského studia k vědecké excelenci
GA14-14654S, research and development projectName: Studium fyzikální podstaty interakcí lone-pair-pi v biomolekulárních systémech. Role interakcí lone-pair-pi při stabilizaci proteinu Engrailed (Acronym: Lone-pair-pi interactions)
Investor: Czech Science Foundation
4SGA8546, interní kód MUName: Towards the graphene selective receptors: the role of electric field in non-covalent interactions (Acronym: GrapheneReceptor)
Investor: South-Moravian Region, Incoming grants
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