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Copper-Catalyzed Oxidative Cleavage of the C-C Bonds of ?-Alkoxy Alcohols and ?-1 Compounds.

ABSTRACT: Copper-catalyzed aerobic oxidation conditions were employed to promote the C-C bond cleavage of ?-alkoxy alcohols and ?-1 compounds (lignin model compounds). Besides these compounds, various 1,2 and 1,3-diols were successfully converted to aldehydes. We propose the Cu(I)-catalyzed mechanism explaining the C-C cleavage of these 1,2 and 1,3-dihydroxy compounds and ?-alkoxy alcohols based on XPS data. Although our reaction conditions do not include large excess of bases and elaborated ligand-modified catalysts, copper salts with/without Me-TBD show good catalytic activities for C-C bond cleavage of various lignin model compounds.

SUBMITTER: Kim SA

PROVIDER: S-EPMC7745431 | biostudies-literature | 2020 Dec

REPOSITORIES: biostudies-literature

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Copper-Catalyzed Oxidative Cleavage of the C-C Bonds of β-Alkoxy Alcohols and β-1 Compounds.

Kim Si Ae SA Kim Seong Eon SE Kim Yu Kwon YK Jang Hye-Young HY

ACS omega 20201202 49

Copper-catalyzed aerobic oxidation conditions were employed to promote the C-C bond cleavage of β-alkoxy alcohols and β-1 compounds (lignin model compounds). Besides these compounds, various 1,2 and 1,3-diols were successfully converted to aldehydes. We propose the Cu(I)-catalyzed mechanism explaining the C-C cleavage of these 1,2 and 1,3-dihydroxy compounds and β-alkoxy alcohols based on XPS data. Although our reaction conditions do not include large excess of bases and elaborated ligand-modifi ...[more]

PMID: 33344820

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