193904-69-7Relevant academic research and scientific papers
Rhodium(II)-Catalyzed CH Insertions with imino>phenyl-λ3-iodane
Naegeli, Ivo,Baud, Corine,Bernardinelli, Gerald,Jacquier, Yvan,Moran, Mary,Mueller, Paul
, p. 1087 - 1105 (1997)
The catalyzed decomposition of imino>phenyl-λ3-iodane (NsN=IPh) resulted in formal insertions into CH bonds, activated by phenyl or vinyl groups, or by O-substituents.Scope and limitations of the reaction were investigated.Yields of up to 84percent were achieved in the most favorable cases.Yields were enhanced by electron-releasing substituents and decreased by steric hindrance.Aziridination competed with allylic insertion with olefinic substrates.The insertion reaction proceeded with retention of configuration.With chiral RhII catalysts, a modest asymmetric induction was observed.A mechanism involving direct insertion by a Rh-complexed nitrene into the CH bond is proposed.
