| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1328711 | Journal of Organometallic Chemistry | 2005 | 7 Pages |
Co(acacen), 1, (acacen = 2,11-dihydroxy-4,9-dimethyl-5,8-diaza-2,4,8,10-dodecatetraene dianion) was found to be a highly efficient catalyst for the allylic amination of non activated alkenes, using N-(p-toluensulfonyl)iminophenyliodinane (PhINTs) as nitrene precursor. This reactivity has been extended to the less reactive C–H bond of toluene. The effect of reaction times and of added cosolvent on yields and selectivities was investigated. Under the best conditions, allylic amines were obtained in a 40–70% isolated yield. A complex derived from the stoichiometric reaction of Co(acacen), 1, with PhINTs has been isolated and spectroscopically characterized. Such a complex, although not able to transfer its NTs moiety to alkenes, is still active in catalyzing allylic amination of cyclohexene.
Graphical abstractCo(acacen), 1, (acacen = 2,11-dihydroxy-4,9-dimethyl-5,8-diaza-2,4,8,10-dodecatetraene dianion) was found to be a highly efficient catalyst for the allylic amination of alkenes and the amination of toluene, using N-(p-toluensulfonyl)iminophenyliodinane (PhINTs) as nitrene precursor.Figure optionsDownload full-size imageDownload as PowerPoint slide
