CF2H, a Hydrogen Bond Donor
| Autor: | Martin Rahm, Chanan D. Sessler, Fang Wang, Stephen J. Lippard, Jacob M. Goldberg, Sabine Becker |
|---|---|
| Rok vydání: | 2017 |
| Předmět: |
Halogen bond
010405 organic chemistry Hydrogen bond Extramural Low-barrier hydrogen bond Intermolecular force General Chemistry 010402 general chemistry Photochemistry 01 natural sciences Biochemistry Toluene Catalysis 0104 chemical sciences Electronegativity chemistry.chemical_compound Crystallography Colloid and Surface Chemistry chemistry Hydroxyl radical |
| Zdroj: | Journal of the American Chemical Society. 139:9325-9332 |
| ISSN: | 1520-5126 0002-7863 |
| DOI: | 10.1021/jacs.7b04457 |
| Popis: | The CF2H group, a potential surrogate for the OH group, can act as an unusual hydrogen bond donor, as confirmed by crystallographic, spectroscopic, and computational methods. Here, we demonstrate the bioisosterism of the OH and CF2H groups and the important roles of CF2–H···O hydrogen bonds in influencing intermolecular interactions and conformational preferences. Experimental evidence, corroborated by theory, reveals the distinctive nature of CF2H hydrogen bonding interactions relative to their normal OH hydrogen bonding counterparts. |
| Databáze: | OpenAIRE |
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