Competition between Halogen, Hydrogen and Dihydrogen Bonding in Brominated Carboranes

0469318 - ÚOCHB 2017 RIV DE eng J - Journal Article
Fanfrlík, Jindřich - Holub, Josef - Růžičková, Z. - Řezáč, Jan - Lane, P. D. - Wann, D. A. - Hnyk, Drahomír - Růžička, A. - Hobza, Pavel
Competition between Halogen, Hydrogen and Dihydrogen Bonding in Brominated Carboranes.
ChemPhysChem. Roč. 17, č. 21 (2016), s. 3373-3376. ISSN 1439-4235. E-ISSN 1439-7641
R&D Projects: GA ČR(CZ) GBP208/12/G016; GA ČR(CZ) GA15-05677S
Institutional support: RVO:61388963 ; RVO:61388980
Keywords : bromine * carboranes * halogen bonds * sigma holes * X-ray crystal structure
Subject RIV: CF - Physical ; Theoretical Chemistry; CA - Inorganic Chemistry (UACH-T)
Impact factor: 3.075, year: 2016

Halogen bonds are a subset of noncovalent interactions with rapidly expanding applications in materials and medicinal chemistry. While halogen bonding is well known in organic compounds, it is new in the field of boron cluster chemistry. We have synthesized and crystallized carboranes containing Br atoms in two different positions, namely, bound to C-and B-vertices. The Br atoms bound to the C-vertices have been found to form halogen bonds in the crystal structures. In contrast, Br atoms bound to B-vertices formed hydrogen bonds. Quantum chemical calculations have revealed that halogen bonding in carboranes can be much stronger than in organic architectures. These findings open new possibilities for applications of carboranes, both in materials and medicinal chemistry.
Permanent Link: http://hdl.handle.net/11104/0267126