Abstract
AbstractKinetic studies of the transfer of hydrogen from 9,10‐dihydrophenanthrene to anthracene were done at 350°C in the liquid phase. Principal products were phenanthrene and 9,10‐dihydroanthracene. Autocatalysis occurred at low extents of reaction, where H‐transfer from 9,10‐dihydroanthracene to anthracene caused an increase in free radical concentrations. At higher extents of reaction, 9,10‐dihydroanthracene inhibited rates by diverting intermediate 9‐hydrophenanthryl radicals back to reactants. A quantitative kinetic model based on literature rate and thermodynamic data fits the observations well. A key net reaction is the transfer of an H‐atom from a radical (9‐hydrophenanthryl) to a molecule (anthracene). It is shown that this process does not involve a free H‐atom intermediate. The derived rate constant for this exothermic process (7.5 × 103 M−1 s−1) is considerably greater than that for the related, but thermoneutral H‐transfer between anthracene moieties (120 M−1 s−1).
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