29334-76-7Relevant academic research and scientific papers
Methyltrioxorhenium-catalysed oxidation of secondary amines to nitrones in ionic liquids
Meciarova, Maria,Mojzesova, Melinda,Sebesta, Radovan
, p. 51 - 58,8 (2013)
Nitrones serve as starting materials for the synthesis of many heterocycles. Oxidation of secondary amines using hydrogen peroxide and the catalytic amount of methyltrioxorhenium in ionic liquids is a useful method for the preparation of nitrones. Ultrasonic irradiation and ionic liquids have a positive influence on the reaction. The nitrones required were isolated in good yields. Corresponding hydroxylamines, which can be easily oxidised to nitrones, often accompanied the main products. Methyltrioxorhenium in ionic liquids was re-used in several reaction cycles without any deteriorating effect on the course of the reaction.
Nitrogen inversion and N-O bond rotation processes in di- and tri-substituted hydroxylamines. A dynamic NMR study
Ali, Sk. Asrof,Hassan, Azfar,Wazeer, Mohammed I. M.
, p. 1479 - 1484 (2007/10/03)
The barriers to inversion in several acyclic di- and tri-substituted hydroxylamines are determined by 1H NMR band shape analysis.The barriers range from 49.1 to 66.8 kJ mol1- and are discussed in terms of a conformational process which involves nitrogen inversion and rotation around the N-O bond.The N-benzyl group with an ortho hydroxy substituent increases the nitrogen inversion barrier by 10 kJ mol-1, which indicates the requirement of breaking of the intramolecular hydrogen bond prior to inversion.
