Synthesis of new diphosphine ligands and their application in pd-catalyzed alkoxycarbonylation reactions

Anahit Pews-Davtyan, Xianjie Fang, Ralf Jackstell, Anke Spannenberg, Wolfgang Baumann, Robert Franke, Matthias Beller

Research output: Contribution to journalArticlepeer-review

16 Scopus citations

Abstract

Carbocyclic and N-heterocyclic analogues of the industrially applied ligand bis(di-tert-butylphosphinomethyl)benzene (1) have been synthesized in moderate to very good yields. The new ligands are based on benzene, tetralin, lutidine, pyrazine, quinoxaline, and maleimide backbones. Electronic and steric variations of the phosphorous donor sites were performed. As a benchmark reaction, the palladium-catalyzed methoxycarbonylation of 1-octene has been tested. Ester yields up to 64 and high linear selectivities up to 92 were achieved. So much potential: Carbocyclic and N-heterocyclic analogues of bis(di-tert- butylphosphinomethyl) benzene (1) have been synthesized in moderate to very good yields. The new ligands demonstrated their catalytic potential in palladium-catalyzed methoxycarbonylation of 1-octene.

Original languageEnglish
Pages (from-to)1168-1174
Number of pages7
JournalChemistry - An Asian Journal
Volume9
Issue number4
DOIs
StatePublished - Apr 2014
Externally publishedYes

Keywords

  • alkoxycarbonylation
  • homogenous catalysis
  • ligands
  • palladium
  • phosphine

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