ISSN:
1434-193X
Keywords:
Retrodisproportionation
;
Arenes
;
EPR spectroscopy
;
Thermochemistry
;
Coal liquefaction
;
Catalysis
;
Hydrogen transfer
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The transfer of hydrogen from excess 9,10-dihydroanthracene (DHA) to acceptors such as α-methylstyrene is catalyzed, i.e. occurs at temperatures in the range 200-260 °C instead of 280-320 °C, when hydrocarbons with weaker C-H bonds than DHA, e.g. 6H-benzo[cd]pyrene (4), 7H-dibenzo[a,kl]anthracene (5), 4-methyl-7H-benzo[de]naphthacene (6) or 8H-dibenzo[b,fg]pyrene (7), are added to the reaction mixture. The reactions are initiated by bimolecular H-atom transfer from 4-7 to the acceptor (retrodisproportionation) and proceed by nonchain radical mechanisms. This is supported by isotopic labelling and kinetic isotope effects, substituent and solvent effects, EPR spectroscopy of intermediate radicals, and by a comparison of the thermochemical and kinetic characteristics of these reactions.
Additional Material:
7 Ill.
Type of Medium:
Electronic Resource
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