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Collier, S. J.; Xiang, W., Science of Synthesis, (2010) 41, 672.
N,N-Diiodoamines are highly unstable and are rarely reported in the literature. They have been prepared via the direct iodination of amines using iodine,[131,132] triiodoamine–ammonia complex,[133] N-iodosuccinimide,[132] or iodine monochloride (Scheme 19).[132] They have also been prepared through halogen metathesis of dibromoamines with iodine.[134] However, treatment of dichloroamines with potassium iodide gave a rapid reaction, but diiodoamine products could not be isolated.[118] Diiodoamines have been reported to form potentially polymeric complexes with other amines (or their precursors).[132,135] For example, treatment of methylamine with triiodoamine–ammonia polymeric complex [(NI3•NH3)n] gives a polymeric complex of N,N-diiodomethylamine and methylamine [(MeNI2•MeNH2)n].[135] Owing to the scarcity, instability, and difficult handling of diiodoamines, experimental procedures have not been provided.
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References
[118] | Meeeeeee, M.; Meeeeee, M., Meeee. Meeeee., (8888) 8, 888. |
[131] | Meeeeee, M., Meeeee Meeeeee Mee. Meee., (8888) 888, 888. |
[132] | Meeeee, M.; Meeee, M.; Meee, M., M. Meeee. Meee. Meee., (8888) 888, 888. |
[133] | Meeeee, M., Meee Meee. Meee., (8888) 88, 88. |
[134] | Meeeeeee, M., Meeeeee. Meee., (8888) 888, 8888. |
[135] | Meeeee, M.; Meeeeeeeee, M.; Meeee, M., Meeee. Meee., (8888) 88, 88; Meeee. Meee. Mee. Me. Meee., (8888) 8, 88. |