Influence of an Internal Trifluoromethyl Group on the Rhodium(II)-Catalyzed Reactions of Vinyldiazocarbonyl Compounds
| Autor: | Murat B. Supurgibekov, Huw M. L. Davies, Valerija M. Zakharova, Joachim Sieler, Valerij A. Nikolaev |
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| Rok vydání: | 2013 |
| Předmět: |
Magnetic Resonance Spectroscopy
Vinyl Compounds Trifluoromethyl Molecular Structure Stereochemistry Organic Chemistry Intermolecular force chemistry.chemical_element Crystallography X-Ray Medicinal chemistry Catalysis Rhodium chemistry.chemical_compound chemistry Organic reaction Cyclization Group (periodic table) Intramolecular force Organometallic Compounds Azo Compounds Carbenoid Chlorofluorocarbons Methane |
| Zdroj: | The Journal of Organic Chemistry. 78:4239-4244 |
| ISSN: | 1520-6904 0022-3263 |
| DOI: | 10.1021/jo302726m |
| Popis: | Incorporation of a trifluoromethyl group into the structure of 4-(alkoxycarbonyl)vinyldiazocarbonyl compounds greatly decreases the tendency of the carbenoid intermediates formed during Rh(II)-catalyzed reactions to undergo intermolecular processes. Instead, they are prone to experience intramolecular [1,5]- and [1,3]-electrocyclizations to produce reactive cyclopropenes and furans, and these are capable of further transformations. |
| Databáze: | OpenAIRE |
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