Competitive formation of N-diazeniumdiolates and N-nitrosamines via anaerobic reactions of polyamines with nitric oxide.
Reactions of amines with nitric oxide (NO) at high pressures form diverse NO donor species, highly dependent on the precursor structure. While monoamine precursors favor the formation of N-diazeniumdiolates in high yield, polyamines exhibit competitive formation of N-nitrosamines and diazeniumdiolates, resulting in mixed products containing significant percentages of undesired N-nitroso compounds.
Coneski
Peter N
PN
Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599-3290, USA.
Schoenfisch
Mark H
MH
D000588:Amines / Q000737:chemistry*; D001391:Azo Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009569:Nitric Oxide / Q000737:chemistry*; D020030:Nitric Oxide Donors / Q000737:chemistry*; D009602:Nitrosamines / Q000138:chemical synthesis* / Q000737:chemistry; D009603:Nitroso Compounds / Q000138:chemical synthesis
D000588:Amines; D001391:Azo Compounds; D020030:Nitric Oxide Donors; D009602:Nitrosamines; D009603:Nitroso Compounds; C452539:diazeniumdiolate; D009569:Nitric Oxide