Catalysis with Pnictogen, Chalcogen, and Halogen Bonds.
- Benz S Department of Organic Chemistry, University of Geneva, Geneva, Switzerland.
- Poblador-Bahamonde AI Department of Organic Chemistry, University of Geneva, Geneva, Switzerland.
- Low-Ders N Department of Organic Chemistry, University of Geneva, Geneva, Switzerland.
- Matile S Department of Organic Chemistry, University of Geneva, Geneva, Switzerland.
- 2018-03-21
Published in:
- Angewandte Chemie (International ed. in English). - 2018
English
Halogen- and chalcogen-based σ-hole interactions have recently received increased interest in non-covalent organocatalysis. However, the closely related pnictogen bonds have been neglected. In this study, we introduce conceptually simple, neutral, and monodentate pnictogen-bonding catalysts. Solution and in silico binding studies, together with high catalytic activity in chloride abstraction reactions, yield compelling evidence for operational pnictogen bonds. The depth of the σ holes is easily varied with different substituents. Comparison with homologous halogen- and chalcogen-bonding catalysts shows an increase in activity from main group VII to V and from row 3 to 5 in the periodic table. Pnictogen bonds from antimony thus emerged as by far the best among the elements covered, a finding that provides most intriguing perspectives for future applications in catalysis and beyond.
- Language
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- English
- Open access status
- hybrid
- Identifiers
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- DOI 10.1002/anie.201801452
- PMID 29558562
- Persistent URL
- https://sonar.ch/global/documents/109916
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