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Synthesis and catalytic properties of palladium(II) complexes with P,π-chelating ferrocene phosphinoallyl ligands and their non-tethered analogues.
- Source :
-
Dalton Transactions: An International Journal of Inorganic Chemistry . 5/28/2024, Vol. 53 Issue 20, p8722-8731. 10p. - Publication Year :
- 2024
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Abstract
- Hybrid phosphines usually combine a phosphine moiety with another heteroatom secondary donor group in their structures while compounds equipped with hydrocarbyl π–donor moieties remain uncommon. This contribution reports the synthesis and structural characterization of the first P/π-allyl-chelating complexes that were obtained using the structurally flexible and redox-active ferrocene unit as the scaffold, viz. [PdCl(R2PfcCHCHCH2-η3:κP)] (1R; R = Ph and cyclohexyl (Cy); fc = ferrocene-1,1′-diyl). These compounds were synthesized from the respective phosphinoferrocene carboxaldehydes R2PfcCHO via reaction with vinylmagnesium bromide to generate 1-(phosphinoferrocenyl)allyl alcohols, which were subsequently acetylated. The resulting allyl acetates reacted smoothly with [Pd2(dba)3]/[Et3NH]Cl (dba = dibenzylideneacetone) to produce the target compounds. Complexes 1R and their nontethered analogues [PdCl(η3-C3H5)(FcPR2-κP)] (5R; Fc = ferrocenyl) were evaluated as pre-catalysts for the Pd-catalysed allylic amination of cinnamyl acetate with aliphatic amines and Suzuki–Miyaura-type cross-coupling of 4-tolylboronic acid with benzoyl chloride. In these reactions, better results were achieved with compounds 5R (particularly with 5Ph), presumably because they form more stable LPd(0)-type catalysts. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 14779226
- Volume :
- 53
- Issue :
- 20
- Database :
- Academic Search Index
- Journal :
- Dalton Transactions: An International Journal of Inorganic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 177354254
- Full Text :
- https://doi.org/10.1039/d4dt00961d