Abstract
Isopropylamine diazeniumdiolate, IPA/NO, the product of the reaction of isopropylamine and nitric oxide, NO, decomposes in a pH-dependent manner to afford nitroxyl, HNO, in the pH range of 13 to above 5, and NO below pH 7. Theoretical studies using B3LYP/6-311+G(d) density functional theory, the polarizable continuum and conductor-like polarizable continuum solvation models, and the high-accuracy CBS-QB3 method on the simplified model compound methylamine diazeniumdiolate predict a mechanism involving HNO production via decomposition of the unstable tautomer MeNN+(O-)NHO -. The production of NO at lower pH is predicted to result from fragmentation of the amide/NO adduct upon protonation of the amine nitrogen.
Original language | English (US) |
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Pages (from-to) | 2448-2456 |
Number of pages | 9 |
Journal | Inorganic Chemistry |
Volume | 45 |
Issue number | 6 |
DOIs | |
State | Published - Mar 20 2006 |
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Inorganic Chemistry