115060-92-9Relevant academic research and scientific papers
ON THE REGIOSELECTIVITY OF THE FREMY'S SALT OXIDATION OF PHENOLS
Deya, Pedro M.,Dopico, Mercedes,Raso, Angel Garcia,Morey, Jeronimo,Saa, Jose M.
, p. 3523 - 3532 (1987)
A detailed study of the regioselectivity of the Fremy's salt oxidation of phenols, including a series of MNDO calculations of the intermediate phenoxy radicals, has been carried out.The analysis of these results has led us to establish a new rule for the para vs. ortho regioselectivity, namely: "C-4 unsubstituted phenols, as well as phenols substituted at C-4 with easy-to-displace groups, undergo oxidation (or oxidative degradation) by the action of Fremy's salt, thus eventually providing the corresponding p-quinones".A similar rule for the ortho vs. ortho' regioselectivity could not be so precisely formulated since now steric effects play a significant major role.
