The promoting effect of pyridine ligands in the Pd-catalysed Heck-Matsuda reaction

Walid Khodja, Alexandre Leclair, Jordi Rull-Barrull, Françoise Zammattio, Ksenia V. Kutonova, Marina E. Trusova, François Xavier Felpin, Mireia Rodriguez-Zubiri

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

An efficient Pd-catalyzed arylation reaction of challenging acyclic olefins, in the presence of an organic ligand, has been disclosed. Commercially available cheap pyridine-based ligands are able to promote good to excellent yields for poorly efficient Heck-Matsuda arylation reactions of several allylic alcohols. A wide range of electronically different arenediazonium salts bearing either electron-releasing or withdrawing groups have been used allowing the synthesis of a range of β-aryl-methoxy-lactols. The catalytic system has been optimised, along with the reaction conditions, in order to achieve remarkable yields in less than 1 h.

Original languageEnglish
Pages (from-to)8855-8862
Number of pages8
JournalNew Journal of Chemistry
Volume40
Issue number10
DOIs
Publication statusPublished - 2016

Fingerprint

Pyridine
Bearings (structural)
Ligands
Alkenes
Olefins
Alcohols
Salts
Electrons
pyridine
allyl alcohol

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Materials Chemistry

Cite this

Khodja, W., Leclair, A., Rull-Barrull, J., Zammattio, F., Kutonova, K. V., Trusova, M. E., ... Rodriguez-Zubiri, M. (2016). The promoting effect of pyridine ligands in the Pd-catalysed Heck-Matsuda reaction. New Journal of Chemistry, 40(10), 8855-8862. https://doi.org/10.1039/c6nj01717g

The promoting effect of pyridine ligands in the Pd-catalysed Heck-Matsuda reaction. / Khodja, Walid; Leclair, Alexandre; Rull-Barrull, Jordi; Zammattio, Françoise; Kutonova, Ksenia V.; Trusova, Marina E.; Felpin, François Xavier; Rodriguez-Zubiri, Mireia.

In: New Journal of Chemistry, Vol. 40, No. 10, 2016, p. 8855-8862.

Research output: Contribution to journalArticle

Khodja, W, Leclair, A, Rull-Barrull, J, Zammattio, F, Kutonova, KV, Trusova, ME, Felpin, FX & Rodriguez-Zubiri, M 2016, 'The promoting effect of pyridine ligands in the Pd-catalysed Heck-Matsuda reaction', New Journal of Chemistry, vol. 40, no. 10, pp. 8855-8862. https://doi.org/10.1039/c6nj01717g
Khodja, Walid ; Leclair, Alexandre ; Rull-Barrull, Jordi ; Zammattio, Françoise ; Kutonova, Ksenia V. ; Trusova, Marina E. ; Felpin, François Xavier ; Rodriguez-Zubiri, Mireia. / The promoting effect of pyridine ligands in the Pd-catalysed Heck-Matsuda reaction. In: New Journal of Chemistry. 2016 ; Vol. 40, No. 10. pp. 8855-8862.
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