134296-11-0Relevant articles and documents
Synthesis and characterisation of β-aminophosphine ligands on a solid support
Mansour, Amal,Portnoy, Moshe
, p. 952 - 954 (2001)
Synthesis and characterization of β-aminophosphine ligands on a solid support was described. An assessment strategy combining complementary on-resin characterization techniques demonstrated the yield and purity of the support-bound ligands. The combination of the applied synthetic and analytical methods represented an innovative and general approach to the solid-phase synthesis of phosphorus ligands.
Using Catalysts to Make Catalysts: Titanium-Catalyzed Hydroamination to Access P,N-Ligands for Assembling Catalysts in One Pot
Hao, Han,Bagnol, Thibault,Pucheault, Mathieu,Schafer, Laurel L.
supporting information, p. 1974 - 1979 (2021/04/05)
Using a diamido-bis(amidate) titanium precatalyst, the hydroamination of alkynylphosphines afforded phosphinoenamine products. After reduction, 2-aminophosphines are prepared in excellent yield and on gram scale. A broad variety of alkynylphosphines and primary amines with different electronic and steric features are tolerated in this sequential transformation, enabling the rapid assembly of a collection of ligands. Additionally, intermediate phosphinoenamines can be used directly as proligands for coordination to transition metals using protonolysis or salt metathesis reactions. These transformations result in easy-to-use one pot protocols to prepare metal P,N-complexes for catalysis or small molecule activation.
Control of aminophosphine chelate ring-opening in Pt(II) and Pd(II) complexes: Potential dual-mode anticancer agents
Habtemanam, Abraha,Watchman, Beth,Potter, Brian S.,Palmer, Rex,Parsons, Simon,Parkin, Andrew,Sadler, Peter J.
, p. 1306 - 1318 (2007/10/03)
We show that bis(aminophosphine) complexes of the type [M(R1R2N(CH2)nPPh2)2 ]2+, M = Pt(II) or Pd(II), can exist in chelate ring-closed and ring-opened forms both in the solid state and in aqueous solution. The equilibrium between them in solution can be controlled by the nature of the groups R1 and R2 (H, Me, Bz, cyclohexyl), by the bridge length n, and by the pH and Cl- concentration. X-Ray crystal structures are reported for the ring-closed complexes cis-[Pt(H2N(CH2)2PPh2-P,N)2 ]Cl2, cis-[Pt(H2N(CH2)3PPh2-P,N)2 ]Cl2, and cis-[Pt(Me(H)N(CH2)2PPh2-P,N)2][HCl 2]2, the mono-ring-opened complex cis-[Pd(Me2N(CH2)2PPh2-N,P)Cl(Me 2NH(CH2)2PPh2-P)](NO3) 2, the di-ring-opened complex cis-[Pt(Me2N(CH2)3PPh2-P)2 CL2], and, for comparison, the monochelate cis-[Pd(Me2N(CH2)3PPh2-N,P)CL2 ]. These square-planar complexes exhibit varying degrees of distortion and variable M-N bond lengths dependent not only on the trans influence of P but also on steric effects within the complex, pH-induced chelate ring-opening of cis-[Pt(Me2N(CH2)2PPh2-P,N)2 ]CL2 had an associated pK value of 6.9. In contrast, complexes with R1 and R2 = H, n = 2 or 3 or R1 = H and R2 = Me, n = 2, are more difficult to ring-open. Thus the complexes cis-[Pt(Me(H)N(CH2)2-PPh2-P,N)2]CL 2 and cis-[Pt(H2N(CH2)3PPh2-P,N)2 ]CL2, had associated pK values of 2.1 and 2.9, respectively. These aminophosphine complexes may exhibit anticancer activity by two mechanisms: by disrupting mitochondrial membrane potentials as bis-chelated (ring-closed) lipophilic cations, or by direct binding to DNA bases as ring-opened complexes.
Scope and limitations of the preparation of aminophosphines R-NH(CH2CH2PPH2) and aminodiphosphines R-N(CH2CH2PPH2)2 via Michael addition of amines to vinylphosphines
Rahman,Steed,Hii
, p. 1320 - 1326 (2007/10/03)
The addition of a range of amines to vinyldiphenylphosphine oxide was examined under different reaction conditions. The methodology provides mixed phosphorus-nitrogen donor ligands R-NH(CH2CH2PPh2) 3 and R-N(CH2CH2PPh2)2 4, which could be prepared in high yields and purity in two simple steps. Labelling study revealed a non-concerted mechanism and the X-ray crystal structure of 1e is reported.
