Chemoselective formation of cyclo-aliphatic and cyclo-olefinic 1,3-diols via pressure hydrogenation of potentially biobased platform molecules using Knölker-type catalysts

Christian A. M. R. van Slagmaat*, Teresa Faber, Khi Chhay Chou, Alfonso J. Schwalb Freire, Darya Hadavi, Peiliang Han, Peter J. L. M. Quaedflieg, Gerard K. M. Verzijl, Paul L. Alsters, Stefaan M. A. De Wildeman*

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

2 Citations (Web of Science)

Abstract

The hydrogenative conversions of the biobased platform molecules 4-hydroxycyclopent-2-enone and cyclopentane-1,3-dione to their corresponding 1,3-diols are established using a pre-activated Knolker-type iron catalyst. The catalyst exhibits a high selectivity for ketone reduction, and does not induce dehydration. Moreover, by using different substituents of the ligand, the cis-trans ratio of the products can be affected substantially. A decent compatibility of this catalytic system with various structurally related substrates is demonstrated.

Original languageEnglish
Pages (from-to)10102-10112
Number of pages11
JournalDalton Transactions
Volume50
Issue number29
DOIs
Publication statusPublished - 7 Aug 2021

Keywords

  • IRON CATALYST
  • CONFORMATIONAL-ANALYSIS
  • COMPLEXES SYNTHESIS
  • BIOMASS
  • REDUCTION
  • TRANSFORMATION
  • CONVERSION
  • EFFICIENT
  • MECHANISM
  • KETONES

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