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An aniline dication-like transition state in the Bamberger rearrangement

A Bamberger rearrangement of N-phenylhydroxylamine, Ph–N(OH)H, to p-aminophenol was investigated by DFT calculations for the first time. The nitrenium ion, C(6)H(5)–NH(+), suggested and seemingly established as an intermediate was calculated to be absent owing to the high nucleophilicity of the wate...

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Detalles Bibliográficos
Autores principales: Yamabe, Shinichi, Zeng, Guixiang, Guan, Wei, Sakaki, Shigeyoshi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3678851/
https://www.ncbi.nlm.nih.gov/pubmed/23766821
http://dx.doi.org/10.3762/bjoc.9.119