Singlet Halophenylcarbenes as Strong Hydrogen-Bond Acceptors
| Autor: | Geneviève Richter, Enrique Mendez-Vega, Wolfram Sander |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
Argon
010304 chemical physics Hydrogen Chemistry Hydrogen bond Photodissociation chemistry.chemical_element 010402 general chemistry Photochemistry 01 natural sciences 0104 chemical sciences Benzaldehyde chemistry.chemical_compound 0103 physical sciences Methanol Singlet state Physical and Theoretical Chemistry Carbene |
| Zdroj: | The Journal of Physical Chemistry A. 120:3524-3532 |
| ISSN: | 1520-5215 1089-5639 |
| DOI: | 10.1021/acs.jpca.6b02550 |
| Popis: | Chlorophenylcarbene and fluorophenylcarbene were generated in water-doped argon matrices at cryogenic temperatures by photolysis of the corresponding matrix-isolated diazirines. When diffusion of H2O in solid argon was induced by annealing of the matrices at temperatures above 20 K, hydrogen-bonded complexes between the carbenes and water were formed. UV photolysis of these complexes resulted in the formation of benzaldehyde and hydrogen halides HX. The same products were obtained after photolysis of the diazirines in amorphous water ice. Obviously, the primary insertion product of the carbenes into H-OH is unstable under these conditions, and benzaldehyde is formed via secondary photolysis. The stable primary photochemical insertion product of chlorophenylcarbene into an O-H bond was observed in the reaction of the carbene with methanol. |
| Databáze: | OpenAIRE |
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