The dominant role of chalcogen bonding in the crystal packing of 2D/3D aromatics.
Angew Chem Int Ed Engl
; 53(38): 10139-42, 2014 Sep 15.
Article
en En
| MEDLINE
| ID: mdl-25066639
ABSTRACT
The chalcogen bond is a nonclassical σ-hole-based noncovalent interaction with emerging applications in medicinal chemistry and material science. It is found in organic compounds, including 2Dâ
aromatics, but has so far never been observed in 3Dâ
aromatic inorganic boron hydrides. Thiaboranes, harboring a sulfur heteroatom in the icosahedral cage, are candidates for the formation of chalcogen bonds. The phenyl-substituted thiaborane, synthesized and crystalized in this study, forms sulfurâ
â
â
π type chalcogen bonds. Quantum chemical analysis revealed that these interactions are considerably stronger than both in their organic counterparts and in the known halogen bond. The reason is the existence of a highly positive σ-hole on the positively charged sulfur atom. This discovery expands the possibilities of applying substituted boron clusters in crystal engineering and drug design.
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Colección:
01-internacional
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MEDLINE
Idioma:
En
Revista:
Angew Chem Int Ed Engl
Año:
2014
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Article