Competition between Halogen,Hydrogen and Dihydrogen Bonding in Brominated Carboranes |
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| Authors: | Dr Jindřich Fanfrlík Dr Jan Řezáč Dr Paul D Lane Dr Derek A Wann Dr Drahomír Hnyk Prof Aleš Růžička Prof Pavel Hobza |
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| Institution: | 1. Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic v.v.i., Prague 6, Czech RepublicThese authors have contributed equally to this work.;2. Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic v.v.i., Prague 6, Czech Republic;3. Department of Chemistry, University of York, Heslington, York, UK;4. School of Engineering and Physical Sciences, Heriot-Watt University, Riccarton, Edinburgh, UK;5. Institute of Inorganic Chemistry, Academy of Sciences of the Czech Republic v.v.i., ?e? u Prahy, Czech Republic;6. University of Pardubice, Pardubice, Czech Republic;7. Regional Center of Advanced Technologies and Materials, Department of Physical Chemistry, Palacky University, Olomouc, Czech Republic |
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| Abstract: | 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. |
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| Keywords: | bromine carboranes halogen bonds sigma holes X-ray crystal structure |
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