Synthesis and use of α-aminophosphine oxides and N,N-bis(phosphinoylmethyl)amines - A study on the related ring platinum complexes

Erika Bálint, Anna Tripolszky, Erzsébet Jablonkai, Konstantin Karaghiosoff, M. Czugler, Zoltán Mucsi, L. Kollár, Péter Pongrácz, G. Keglevich

Research output: Contribution to journalArticle

24 Citations (Scopus)

Abstract

The Kabachnik-Fields condensation was extended using secondary phosphine oxides, such as dibenzylphosphine oxide and bis(4-methylphenyl)phosphine oxide as the P-reactant in reaction with formaldehyde and different primary amines. Besides the α-aminophosphine oxides, the corresponding bisproducts, N,N-bis(phosphinoylmethyl)amines were also synthesized under appropriate conditions. The bis(phosphinoyl)amines were then converted to ring platinum complexes after double deoxygenation. The substituent dependence of the energetics of the complexation reaction using bidentate P-ligands, and the stereostructure of a few complexes were evaluated by B3LYP/6-31G(d,p) calculations using the effective core potential (ECP) basis set (SDD). The crystal structure of a few ring Pt species was studied by X-ray analysis. Catalytic activity of the complexes synthesized was investigated in hydroformylation.

Original languageEnglish
Pages (from-to)111-121
Number of pages11
JournalJournal of Organometallic Chemistry
Volume801
DOIs
Publication statusPublished - Jan 1 2016

Fingerprint

phosphine
Platinum
Oxides
Amines
amines
platinum
oxides
rings
synthesis
phosphines
deoxygenation
Hydroformylation
X ray analysis
formaldehyde
Complexation
Formaldehyde
catalytic activity
Condensation
Catalyst activity
condensation

Keywords

  • Bidentate P-ligand
  • Hydroformylation
  • Kabachnik-Fields reaction
  • N N-bis(phosphinoylmethyl)amines
  • Ring platinum complex
  • α-aminophosphine oxides

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Materials Chemistry
  • Biochemistry

Cite this

Synthesis and use of α-aminophosphine oxides and N,N-bis(phosphinoylmethyl)amines - A study on the related ring platinum complexes. / Bálint, Erika; Tripolszky, Anna; Jablonkai, Erzsébet; Karaghiosoff, Konstantin; Czugler, M.; Mucsi, Zoltán; Kollár, L.; Pongrácz, Péter; Keglevich, G.

In: Journal of Organometallic Chemistry, Vol. 801, 01.01.2016, p. 111-121.

Research output: Contribution to journalArticle

Bálint, Erika ; Tripolszky, Anna ; Jablonkai, Erzsébet ; Karaghiosoff, Konstantin ; Czugler, M. ; Mucsi, Zoltán ; Kollár, L. ; Pongrácz, Péter ; Keglevich, G. / Synthesis and use of α-aminophosphine oxides and N,N-bis(phosphinoylmethyl)amines - A study on the related ring platinum complexes. In: Journal of Organometallic Chemistry. 2016 ; Vol. 801. pp. 111-121.
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