γ-valerolactone as a renewable dipolar aprotic solvent deriving from biomass degradation for the Hiyama reaction

Ermal Ismalaj, Giacomo Strappaveccia, Eleonora Ballerini, Fausto Elisei, Oriana Piermatti, Dmitri Gelman, Luigi Vaccaro*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

112 Scopus citations

Abstract

γ-Valerolactone (GVL) can be a valid biobased replacement for toxic dipolar aprotic solvents especially in widely used cross-coupling reactions. In this contribution, we have proved that GVL can be a useful medium for the Hiyama reaction, and we developed a practical and efficient protocol for the Hiyama coupling using a nonexpensive and commercially available heterogeneous palladium catalyst without the use of any ligand or additive. Desired cross-coupling products 3a-m have been obtained in good to excellent yields (74-94%).

Original languageAmerican English
Pages (from-to)2461-2464
Number of pages4
JournalACS Sustainable Chemistry and Engineering
Volume2
Issue number10
DOIs
StatePublished - 6 Oct 2014

Bibliographical note

Publisher Copyright:
© 2014 American Chemical Society.

Keywords

  • Green chemistry
  • Hiyama reaction
  • Renewable feedstock
  • Safer media
  • γ-Valerolactone

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