| Autor: |
Aubert C; Université Pierre et Marie Curie-Paris 6, Laboratoire de Chimie Organique (UMR CNRS 7611), Institut de Chimie Moléculaire (FR 2769), case. 229 place Jussieu, 75252 Paris cedex 05, France., Gandon V, Geny A, Heckrodt TJ, Malacria M, Paredes E, Vollhardt KP |
| Jazyk: |
angličtina |
| Zdroj: |
Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2007; Vol. 13 (26), pp. 7466-78. |
| DOI: |
10.1002/chem.200601822 |
| Abstrakt: |
DFT computations have been executed aimed at illuminating the variety of pathways by which pyridones react with alkynes in the presence of [CpCoL(2)]: NH-2-pyridones furnish N-dienylated ligands (N-H activation pathway), N-methyl-2-pyridones are converted into ligated cyclohexadienes ([2+2+2] cocycloaddition pathway), and N-alkynyl-2-pyridones may undergo either [2+2+2] cocycloaddition or C-dienylation (C-H activation), depending on the length of the tether. The calculations predict the formation of the experimentally observed products, including their regio- and stereochemical make up. In addition, the unusual regiochemical outcome of the all-intramolecular [2+2+2] cycloaddition of N,N'-dipentynylpyrazinedione was rationalized by computation, which led to the discovery of a new mechanism. |
| Databáze: |
MEDLINE |
| Externí odkaz: |
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