[RuCl₂(p-cymene)]₂ (PCM) was applied for the first time as a precursor in the transformation of three substituted allylbenzenes: methyl eugenol (ME), eugenol (EU), and estragole (EST). ME and EU were mixed in chloroform with the PCM complex, and 5 μL of ethyl diazoacetate (EDA) was added. The reaction was stirred for 72 hours at 50 ºC, with cat:sub ratios of 1:100 or 1:10 mol. For EST, the same conditions were applied, but only the 1:100 cat:sub ratio was studied. The final reaction mixtures were analyzed by ¹H NMR, with peaks properly assigned to the corresponding compounds.The integration values of the peaks were used to quantify the relative amounts of products concerning the remaining substrate. Iso-ME and iso-EU were synthesized with yields of approximately 70% at a 1:100 mol cat:sub ratio. At a 1:10 mol ratio, iso-ME yields remained constant, whereas iso-EU yields decreased to approximately 10%. Bis-ME and bis-EU were also observed, with yields of <10% and 18%, respectively, under the best conditions. Studies with EST were conducted to understand the yield reduction of iso-EU at a 1:10 mol ratio, correlating this phenomenon with the equilibrium of the isomerization mechanism. Complementary computational studies were performed to understand how much the acidity of the substrate double bond influenced the system