Organochalcogen Substituents in Phenolic Antioxidants
2010 (English)In: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 12, no 10, 2326-2329 p.Article in journal (Refereed) Published
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 ( approximately 3 kcal/mol) to the O-H group.
Place, publisher, year, edition, pages
2010. Vol. 12, no 10, 2326-2329 p.
IdentifiersURN: urn:nbn:se:uu:diva-122483DOI: 10.1021/ol100683uISI: 000277531000040PubMedID: 20405887OAI: oai:DiVA.org:uu-122483DiVA: diva2:310244