Reaction of syringylglycerol-β -syringyl ether type of lignin model compounds in alkaline medium

Yuji Tsutsumi, Ryuichiro Kondo, Hiroyuki Imamura

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Abstract

Reactions of three kind of syringylglycerol-β -syringyl ether type model compounds under alkaline medium were investigated. Sinapyl alcohol and β -hydroxypropiosyringone were formed as phenyl propanoid moieties from syringylglycerol- β -{methyl-syringyl) ether 1 by the β -aryl ether cleavage under soda treatment, while only sinapyl alcohol was formed from syringylglycerol- β -syringyl ether 2. The formation of both two degradation products are quite interesting because there is no nucleophilic additives in soda liquor. A possible reaction mechanisms for the β -aryl cleavage of syringylglycerol-β -syringyl ether type is homolytical cleavage via quinone methide.

Original languageEnglish
Pages (from-to)25-42
Number of pages18
JournalJournal of Wood Chemistry and Technology
Volume13
Issue number1
DOIs
Publication statusPublished - Mar 1 1993

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All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Chemical Engineering(all)
  • Materials Science(all)

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