Abstract
The oxidation of tertiary amines Et3N and p-McOC6H4NMe2(DMPA) by (L)CrO(O2)2(1″) and by (OPN3Me6)MeO(O2)2(1′) in CHCl, has been investigated. Although the amines are converted into the corresponding N-oxides in good (70–95%) yields in 2:1 stoicheiometry with respect to the peroxide, the oxidation of DMPA by (1″) also produces p-MeOC6H4NHMe. The rate law observed and the inhibitory effect of added OPN3Me6(hexamethylphosphoric triamide) suggest a mechanism involving preliminary co-ordination of the amine to the metal; this is also supported by 31P n.m.r. experiments. Comparison of the oxidation rates of the amines with those of organic sulphides, e.s.r. experiments, and the observed appreciable competitive dealkylation of DMPA, all point to a mechanism having some single-electron-transfer (SET) character.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callMore From: Journal of the Chemical Society, Perkin Transactions 2
Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
