365564-39-2Relevant academic research and scientific papers
Platinum(II) and palladium(II) compounds containing chiral thioimines
Riera, Xavier,Lopez, Concepcion,Caubet, Amparo,Moreno, Virtudes,Solans, Xavier,Font-Bardia, Merce
, p. 2135 - 2141 (2001)
A comparative study of the reactivity of the optically pure thioimine: (Sc)-(-)-C6H5-CH=N-CH (CO2Me)-CH2-CH2-SMe (1) versus platinum(II) and palladium(II) salts is reported. The reaction of 1 with cis-[PtCl2(dmso)2] leads to the cycloplatinated derivative (Sc,Rs)-(+)-[Pt {C6H4-CH=N-CH- (CO2Me)-CH2-CH2-SMe}Cl] (3a). The absolute configuration of 3a has been established unambiguously by X-ray diffraction: orthorhombic, with a = 8.979 (4), b = 9.605(9), c = 18.205(6) A, α = β = γ = 90.0°, space group P212121. Compound 3a contains a [6.5.6] tricyclic system generated by the fusion of a phenyl ring, a five-membered platinacycle and a six-membered chelate ring formed by the coordination of the nitrogen and sulfur to the platinum. When 1 was treated with Na2[PdCl4] in methanol at room temperature a (7.9:1) mixture of the two diastereomers {(Sc,Rs)-5a and (Sc,Ss)-5b} of cis-[Pd{C6H5-CH=N-CH (CO2Me)-CH2-CH2-SMe}Cl2] (5) was formed. However, when the reaction was performed in the presence of sodium acetate, the activation of the σ(Csp2,phenyl-H) bond took place giving the cyclopalladated complex: (Sc,Rs)-(+)- [Pd{C6H4-CH=N-CH (CO2Me)-CH2-CH2-SMe})Cl] (6a). In 6a, the ligand acts as a monoanionic (C,N,S)- terdentate group. The study of the reactivity of 3a and 6a with PPh3 is also reported.
Synthesis of novel proline and γ-lactam derivatives as non-peptide mimics of Somatostatin/Sandostatin
Damour, Dominique,Herman, Frederic,Labaudiniere, Richard,Pantel, Guy,Vuilhorgne, Marc,Mignani, Serge
, p. 10135 - 10154 (2007/10/03)
Original proline or γ-lactam derivatives bearing either an aryl group such as a phenyl or a 3-indolyl in position 3 of the proline moiety or on the 3-methyl chain of the γ-lactam skeleton were prepared as non-peptide mimics of Somatostatin/Sandostatin.
