A Laser Flash Photolysis Study of Azo-Compound Formation from Aryl Nitrenes at Room Temperature

The species 4-nitrenopyridine 1-oxide is known to exhibit triplet nitrene dominated chemistry to yield azo-dimer products exclusively, even at room temperature. As such, this species, and its analogue 4-nitreno­quinoline 1-oxide, are useful models to probe the mechanism of formation of azo-dimers, w...

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Published inThe journal of physical chemistry. A, Molecules, spectroscopy, kinetics, environment, & general theory Vol. 120; no. 25; pp. 4267 - 4276
Main Authors Ribblett, Alec Q, Poole, James S
Format Journal Article
LanguageEnglish
Published United States American Chemical Society 30.06.2016
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Summary:The species 4-nitrenopyridine 1-oxide is known to exhibit triplet nitrene dominated chemistry to yield azo-dimer products exclusively, even at room temperature. As such, this species, and its analogue 4-nitreno­quinoline 1-oxide, are useful models to probe the mechanism of formation of azo-dimers, which is postulated to proceed by self-reaction of the nitrene or reaction of nitrene with the parent azide. A laser flash photolysis study is described where the kinetics of formation of azo-dimer were found to be most adequately modeled by competition between both mechanisms, and rate coefficients for the competing reactions were determined.
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ISSN:1089-5639
1520-5215
DOI:10.1021/acs.jpca.6b03025