Novel α-fluorinated cyclic phosphite and phosphinite ligands and their Rh-complexes as suitable catalysts in hydroformylation

Irina Odinets, T. Kégl, Elena Sharova, Oleg Artyushin, Evgenii Goryunov, Galina Molchanova, Konstantin Lyssenko, Tatyana Mastryukova, Gerd Volker Röschenthaler, G. Keglevich, L. Kollár

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

Asymmetrical cyclic phosphite and phosphinite ligands of a novel type bearing either trifluoromethyl or pentafluorophenyl group were synthesized using >PCl or >PN<species and racemic fluorinated alcohols. The P-ligands were converted to complexes of RhIII(L)(Cp*)Cl 2 type (where L = phosphite or phosphinite) and, in two instances, their stereostructures were evaluated by X-ray analysis. These complexes along with in situ systems, formed from Rh(CO)2(acac) precursor and the corresponding ligand, were tested in the hydroformylation of styrene. Both systems provided excellent hydroformylation activities at 100 °C. Using the RhI in situ systems, moderate and high regioselectivities towards the branched aldehyde (2-phenyl-propanal) were obtained at 100 and 40 °C, respectively.

Original languageEnglish
Pages (from-to)3456-3464
Number of pages9
JournalJournal of Organometallic Chemistry
Volume690
Issue number14
DOIs
Publication statusPublished - Jul 15 2005

Fingerprint

Phosphites
Hydroformylation
Ligands
catalysts
ligands
Catalysts
Bearings (structural)
Regioselectivity
Styrene
X ray analysis
Carbon Monoxide
Aldehydes
aldehydes
styrenes
alcohols
Alcohols
X-Rays
x rays

Keywords

  • Cyclic phosphite- and phosphinite ligands
  • Homogeneous catalysis
  • Hydroformylation
  • Rhodium complexes
  • Stereostructure

ASJC Scopus subject areas

  • Chemical Engineering (miscellaneous)
  • Materials Science (miscellaneous)
  • Materials Chemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry
  • Biochemistry

Cite this

Novel α-fluorinated cyclic phosphite and phosphinite ligands and their Rh-complexes as suitable catalysts in hydroformylation. / Odinets, Irina; Kégl, T.; Sharova, Elena; Artyushin, Oleg; Goryunov, Evgenii; Molchanova, Galina; Lyssenko, Konstantin; Mastryukova, Tatyana; Röschenthaler, Gerd Volker; Keglevich, G.; Kollár, L.

In: Journal of Organometallic Chemistry, Vol. 690, No. 14, 15.07.2005, p. 3456-3464.

Research output: Contribution to journalArticle

Odinets, Irina ; Kégl, T. ; Sharova, Elena ; Artyushin, Oleg ; Goryunov, Evgenii ; Molchanova, Galina ; Lyssenko, Konstantin ; Mastryukova, Tatyana ; Röschenthaler, Gerd Volker ; Keglevich, G. ; Kollár, L. / Novel α-fluorinated cyclic phosphite and phosphinite ligands and their Rh-complexes as suitable catalysts in hydroformylation. In: Journal of Organometallic Chemistry. 2005 ; Vol. 690, No. 14. pp. 3456-3464.
@article{768c2cc2b8184f108424e7d3c3084f5d,
title = "Novel α-fluorinated cyclic phosphite and phosphinite ligands and their Rh-complexes as suitable catalysts in hydroformylation",
abstract = "Asymmetrical cyclic phosphite and phosphinite ligands of a novel type bearing either trifluoromethyl or pentafluorophenyl group were synthesized using >PCl or >PNIII(L)(Cp*)Cl 2 type (where L = phosphite or phosphinite) and, in two instances, their stereostructures were evaluated by X-ray analysis. These complexes along with in situ systems, formed from Rh(CO)2(acac) precursor and the corresponding ligand, were tested in the hydroformylation of styrene. Both systems provided excellent hydroformylation activities at 100 °C. Using the RhI in situ systems, moderate and high regioselectivities towards the branched aldehyde (2-phenyl-propanal) were obtained at 100 and 40 °C, respectively.",
keywords = "Cyclic phosphite- and phosphinite ligands, Homogeneous catalysis, Hydroformylation, Rhodium complexes, Stereostructure",
author = "Irina Odinets and T. K{\'e}gl and Elena Sharova and Oleg Artyushin and Evgenii Goryunov and Galina Molchanova and Konstantin Lyssenko and Tatyana Mastryukova and R{\"o}schenthaler, {Gerd Volker} and G. Keglevich and L. Koll{\'a}r",
year = "2005",
month = "7",
day = "15",
doi = "10.1016/j.jorganchem.2005.04.038",
language = "English",
volume = "690",
pages = "3456--3464",
journal = "Journal of Organometallic Chemistry",
issn = "0022-328X",
publisher = "Elsevier",
number = "14",

}

TY - JOUR

T1 - Novel α-fluorinated cyclic phosphite and phosphinite ligands and their Rh-complexes as suitable catalysts in hydroformylation

AU - Odinets, Irina

AU - Kégl, T.

AU - Sharova, Elena

AU - Artyushin, Oleg

AU - Goryunov, Evgenii

AU - Molchanova, Galina

AU - Lyssenko, Konstantin

AU - Mastryukova, Tatyana

AU - Röschenthaler, Gerd Volker

AU - Keglevich, G.

AU - Kollár, L.

PY - 2005/7/15

Y1 - 2005/7/15

N2 - Asymmetrical cyclic phosphite and phosphinite ligands of a novel type bearing either trifluoromethyl or pentafluorophenyl group were synthesized using >PCl or >PNIII(L)(Cp*)Cl 2 type (where L = phosphite or phosphinite) and, in two instances, their stereostructures were evaluated by X-ray analysis. These complexes along with in situ systems, formed from Rh(CO)2(acac) precursor and the corresponding ligand, were tested in the hydroformylation of styrene. Both systems provided excellent hydroformylation activities at 100 °C. Using the RhI in situ systems, moderate and high regioselectivities towards the branched aldehyde (2-phenyl-propanal) were obtained at 100 and 40 °C, respectively.

AB - Asymmetrical cyclic phosphite and phosphinite ligands of a novel type bearing either trifluoromethyl or pentafluorophenyl group were synthesized using >PCl or >PNIII(L)(Cp*)Cl 2 type (where L = phosphite or phosphinite) and, in two instances, their stereostructures were evaluated by X-ray analysis. These complexes along with in situ systems, formed from Rh(CO)2(acac) precursor and the corresponding ligand, were tested in the hydroformylation of styrene. Both systems provided excellent hydroformylation activities at 100 °C. Using the RhI in situ systems, moderate and high regioselectivities towards the branched aldehyde (2-phenyl-propanal) were obtained at 100 and 40 °C, respectively.

KW - Cyclic phosphite- and phosphinite ligands

KW - Homogeneous catalysis

KW - Hydroformylation

KW - Rhodium complexes

KW - Stereostructure

UR - http://www.scopus.com/inward/record.url?scp=20544458746&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=20544458746&partnerID=8YFLogxK

U2 - 10.1016/j.jorganchem.2005.04.038

DO - 10.1016/j.jorganchem.2005.04.038

M3 - Article

VL - 690

SP - 3456

EP - 3464

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

SN - 0022-328X

IS - 14

ER -