Catalyses by polymer complexes. VI. Catalysis of proton abstraction from α-ketols by hydroxamate ions bound to polymer micelles

Seiji Shinkai, Toyoki Kunitake

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

Hydroxamate anions bound to partially laurylated poly(2-ethyl-1-vinylimidazole) were found to serve as excellent catalysis for proton abstraction from α-ketols. Proton removal from benzoin by N-methylmyristohydroxamate anion in the presence of the polymer (lauryl group content, 29 mol%) was 2.1×104 times faster than the corresponding reaction in the absence of the polymer, and 330 times faster than that by hydroxide ion. The maximum catalytic efficiency existed at ca. 30-mol% lauryl group content. Addition of KCl and ethanol significantly suppressed the reaction. Thus, hydroxamate—polymer complexes would act generally as excellent base catalysts for proton abstraction to form the carbanion intermediates.

Original languageEnglish
Pages (from-to)423-428
Number of pages6
JournalPolymer Journal
Volume9
Issue number4
DOIs
Publication statusPublished - Jul 1977

All Science Journal Classification (ASJC) codes

  • Polymers and Plastics
  • Materials Chemistry

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