Sn-Beta catalysed conversion of hemicellulosic sugars

Martin Holm, Yomaira J. Pagán-Torres, Saravanamurugan Shunmugavel, Anders Riisager, James A. Dumesic, Esben Taarning

Research output: Contribution to journalJournal articleResearchpeer-review


Conversions of various pentoses and hexoses into methyl lactate has been demonstrated for the Sn-Beta catalyst. It is found that pentoses are converted to methyl lactate in slightly lower yields (∼40%) than what is obtained for hexoses (∼50%), but higher yields of glycolaldehyde dimethyl acetal are observed for the pentoses. This finding is in accordance to a reaction pathway that involves the retro aldol condensation of the sugars to form a triose and glycolaldehyde for the pentoses, and two trioses for hexoses. When reacting glycolaldehyde (formally a C2-sugar) in the presence of Sn-Beta, aldol condensation occurs, leading to the formation of methyl lactate, methyl vinylglycolate and methyl 2-hydroxy-4-methoxybutanoate. In contrast, when converting the sugars in water at low temperatures (100 °C), Sn-Beta catalyses the isomerisation of sugars (ketose–aldose epimers), rather than the formation of lactates.
Original languageEnglish
JournalGreen Chemistry
Pages (from-to)702-706
Publication statusPublished - 2012

Bibliographical note

Electronic supplementary information (ESI) available: Detailed HPLC
analysis procedure, sugar isomerization distributions, carbon balances,
NMR spectra and MS fragmentation patterns of key components. See
DOI: 10.1039/c2gc16202d


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