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Dehydrogenative alcohol coupling and one-pot cross metathesis/dehydrogenative coupling reactions of alcohols using Hoveyda-Grubbs catalysts

  • Halenur Özer
  • , Dilan Arslan
  • , Bengi Özgün Öztürk*
  • *Corresponding author for this work
  • Hacettepe University

Research output: Contribution to journalArticlepeer-review

7 Citations (Scopus)

Abstract

In this study,in situformed ruthenium hydride species that were generated from Grubbs type catalysts are used as efficient catalysts for dehydrogenative alcohol coupling and sequential cross-metathesis/dehydrogenative coupling reactions. The selectivity of Grubbs first generation catalysts (G1) in dehydrogenative alcohol coupling reactions can be tuned for the ester formation in the presence of weak bases, while the selectivity can be switched to the β-alkylated alcohol formation using strong bases. The performance of Hoveyda-Grubbs 2nd generation catalyst (HG2) was improved in the presence of tricyclohexylphosphine for the selective synthesis of ester derivatives with weak and strong bases in quantitative yields. Allyl alcohol was used as self and cross-metathesis substrate for the HG2 catalyzed sequential cross-metathesis/dehydrogenative alcohol coupling reactions to obtain γ-butyrolactone and long-chain ester derivatives in quantitative yields.

Original languageEnglish
Pages (from-to)5992-6000
Number of pages9
JournalNew Journal of Chemistry
Volume45
Issue number13
DOIs
Publication statusPublished - 7 Apr 2021
Externally publishedYes

Bibliographical note

Publisher Copyright:
© The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2021.

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