| Autor: |
Biswas B; Department of Chemistry, Texas A&M University , P.O. Box 30012, College Station, Texas 77842, United States., Collins SC, Singleton DA |
| Jazyk: |
angličtina |
| Zdroj: |
Journal of the American Chemical Society [J Am Chem Soc] 2014 Mar 12; Vol. 136 (10), pp. 3740-3. Date of Electronic Publication: 2014 Feb 28. |
| DOI: |
10.1021/ja4128289 |
| Abstrakt: |
The [2,3]- and [1,2]-sigmatropic rearrangements of ammonium ylides are studied by a combination of experimental, standard computational, and dynamic trajectory methods. The mixture of concerted [2,3] rearrangement and bond cleavage observed experimentally is accounted for by the outcome of trajectories passing through the formal [2,3] rearrangement transition state. In this way the bond cleavage is promoted by the pericyclic stabilization of the [2,3] transition state. It is proposed that this dynamic effect is responsible for the pervasive co-occurrence of the two rearrangements. |
| Databáze: |
MEDLINE |
| Externí odkaz: |
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