1222630-26-3Relevant articles and documents
Organochalcogen substituents in phenolic antioxidants
Amorati, Riccardo,Pedulli, Gian Franco,Valgimigli, Luca,Johansson, Henrik,Engman, Lars
scheme or table, p. 2326 - 2329 (2010/07/20)
Little is known about the ED/EW character of organochalcogen substituents and their contribution to the O-H bond dissociation enthalpy (BDE) in phenolic compounds. A series of ortho- and para-(S,Se,Te)R-substituted phenols were prepared and investigated by EPR, IR, and computational methods. Substituents lowered the O-H BDE by >3 kcal/mol in the para position, while the ortho-effect was modest due to hydrogen bonding (~3 kcal/mol) to the O-H group.