Reactivity of a Substituted m-Benzyne Biradical
Autor: | Hilkka I. Kenttämaa, Kami K. Thoen |
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Rok vydání: | 1999 |
Předmět: | |
Zdroj: | Journal of the American Chemical Society. 121:800-805 |
ISSN: | 1520-5126 0002-7863 |
Popis: | Fourier transform ion cyclotron resonance mass spectrometry has been employed to systematically investigate the intrinsic (solvent-free) reactivity of a 1,3-dehydrobenzene (m-benzyne) with a pyridinium charge site in the 5-position. The m-benzyne was generated by using a combination of ion−molecule reactions and photodissociation and isolated prior to examination of its gas-phase reactions. The ionic reaction products and reaction efficiencies (second-order reaction rate constant/collision rate constant) were compared to those measured for the isomeric o-benzyne and the analogous phenyl monoradical. The m-benzyne yields some of the products formed for the o-benzyne but it also reacts via distinct radical pathways characteristic of the corresponding phenyl radical. These radical pathways are not observed for the o-benzyne. However, the reaction efficiencies measured for the m-benzyne are significantly lower than those measured for the analogous phenyl radical or the isomeric o-benzyne. These findings are p... |
Databáze: | OpenAIRE |
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