Structural features and catalytic reactivity of [Pd{(Ph2P)2N(CH2)3Si(OCH3)3-κP,P′}I2] and related complexes in hydroalkoxycarbonylation and Suzuki–Miyaura C−C cross-coupling reactions

Ioannis K. Stamatopoulos, Maria Kapsi, Maria Roulia, Georgios C. Vougioukalakis, Catherine P. Raptopoulou, Vassilis Psycharis, Ioannis D. Kostas, L. Kollár, Panayotis Kyritsis

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

The synthesis, as well as the structural and spectroscopic characterization of the palladium(II) complex [Pd{(Ph2P)2N(CH2)3Si(OCH3)3-κP,P′}I2], bearing the bis(phosphino)amine ligand (P,P) = (Ph2P)2N(CH2)3Si(OCH3)3, is described. X-ray crystallography studies revealed a square planar PdP2I2 coordination sphere, the structural features of which are compared with those of analogous nickel(II), palladium(II) and platinum(II) complexes. The three complexes [Pd(P,P)X2], X = Cl, Br, I, along with [Pd{(Ph2P)2N((S)-CHPhMe)-κP,P′}Cl2] and [Pd{(Ph2PSe)(Ph2P)N((S)-CHMePh)-κP,Se}Cl2], were tested as catalysts in homogeneous hydroalkoxycarbonylation reactions. The hydroalkoxycarbonylation of styrene proved to be perfectly regioselective towards the branched ester. Complex [Pd(P,P)Cl2] showed remarkably higher activity compared with that of [Pd(P,P)X2], X = Br, I. Furthermore, complex [Pd(P,P)I2] was studied as a homogeneous catalyst precursor in the Suzuki–Miyaura C−C coupling reaction between aryl bromides and phenylboronic acid. Complex [Pd(P,P)I2] was immobilized onto STx–1 montmorillonite clay and the catalytic reactivity of the heterogenized catalyst was also investigated in both hydroalkoxycarbonylation and Suzuki–Miyaura reactions.

Original languageEnglish
Pages (from-to)292-298
Number of pages7
JournalPolyhedron
Volume151
DOIs
Publication statusPublished - Sep 1 2018

Keywords

  • Bis(phosphino)amine ligand
  • Carbonylation reaction
  • Palladium
  • Suzuki–Miyaura cross-coupling
  • X-ray crystallography

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

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