title: Metal-Free Chemoselective Oxidative Dehomologation or Direct Oxidation of Alcohols: Implication for Biomass Conversion.
abstract: A transition metal-free, chemoselective reaction was performed using the sodium tert-butoxide-oxygen (NaO(t) Bu-O2 ) system, resulting in either oxidative dehomologation or direct oxidation of alcohols. In particular, the newly developed protocol may be used to predict the major product formed, which depends on alkyl chain length of the alcohols and reaction conditions. The rational mechanism of this transformation was also demonstrated by performing an (18) O isotopic labelling experiment. This protocol presents a straightforward method for biomass conversion of a lignin model compound to phenol and benzoic acid.
authors.affiliation: Department of Energy Science, Sungkyunkwan University, 2066 Seobu-ro, Jangan-gu, Suwon, Gyeonggi-do 440-746, Korea.
authors.forename: Sun Min
authors.initials: SM
authors.lastname: Kim
authors.affiliation: Department of Energy Science, Sungkyunkwan University, 2066 Seobu-ro, Jangan-gu, Suwon, Gyeonggi-do 440-746, Korea.
authors.forename: Hun Yi
authors.initials: HY
authors.lastname: Shin
authors.affiliation: Department of Energy Science, Sungkyunkwan University, 2066 Seobu-ro, Jangan-gu, Suwon, Gyeonggi-do 440-746, Korea.
authors.forename: Dong Wan
authors.initials: DW
authors.lastname: Kim
authors.affiliation: Department of Energy Science, Sungkyunkwan University, 2066 Seobu-ro, Jangan-gu, Suwon, Gyeonggi-do 440-746, Korea. jwyang@skku.edu.
authors.forename: Jung Woon
authors.initials: JW
authors.lastname: Yang
mesh_terms: D000438:Alcohols / Q000737:chemistry*; D018533:Biomass; D002264:Carboxylic Acids / Q000737:chemistry; D002384:Catalysis; D010084:Oxidation-Reduction; D010100:Oxygen / Q000737:chemistry; D013379:Substrate Specificity
chemical_list: D000438:Alcohols; D002264:Carboxylic Acids; D010100:Oxygen
keywords: biomass conversion; chemoselectivity; dehomologation; lignin; oxidation