1992 Volume 65 Issue 4 Pages 1114-1119
Hydrocracking reactions of α,ω-diarylalkanes (DAAs) were carried out in the presence of FeS2 catalyst to examine the structural effect of DAAs on the reactivities of DAAs toward hydrocracking. Reactivities and reaction pathways of DAAs were found to depend not only on aromatic ring size, but also on the number of methylene between aromatic rings. Diarylmethanes were hydrocracked via Car–Calk bond scission, while the Car–Calk bond scission for 1,2-diarylethanes and 1,3-diarylpropanes seemed to be very difficult. These results could be interpreted by the hydrogen-accepting abilities of the ipso-carbons in the substrates and the resonance stabilities of the resulting arylalkyl radicals.
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