10581-72-3Relevant academic research and scientific papers
Hybrid polyoxometalate palladacycles: DFT study and application to the Heck reaction
Riflade, Beno?t,Oble, Julie,Chenneberg, Ludwig,Derat, Etienne,Hasenknopf, Bernold,Lac?te, Emmanuel,Thorimbert, Serge
, p. 5772 - 5779 (2013/07/05)
The phosphovanadotungstate polyanion [P2W15V 3O62]9- is a powerful support to stabilize palladacycles conjugated to the inorganic framework via an organic ligand. The insertion can be directed toward sp2 or sp3 C-H insertion upon appropriate choice of the substitution pattern on the organic ligand. DFT modeling indicates that the strong withdrawing effect of the POM transmitted through the conjugated carbonyl was responsible for this easy insertion. The palladacycles led to the formation of stilbene via a Mizoroki-Heck reaction. However it is likely that the POMs act as Pd-reservoirs for the formation of nanoparticles.
Enantioselective formation of tert-alkylamines by desymmetrization of 2-substituted serinols
Hong, Mi Sook,Kim, Tae Woo,Jung, Byunghyuck,Kang, Sung Ho
supporting information; experimental part, p. 3290 - 3296 (2009/04/10)
Novel enantioselective desymmetrization of 2-substituted 2-amino-1,3-propanediols has been established to generate asymmetric quaternary carbon centers comprising an amino group. Enantioselective as well as chemical conversion proved to be greatly dependent on the protecting group of the amino group in the substrate, desymmetrizing reagent, base, solvent, and naturally, catalyst. The highly effective desymmetrization has been implemented by using N-benzoylated substrates with benzoyl Chloride and triethylamine in the presence of tetraphenylbisoxazoline (24)-CuCl2 complex in THF at ambient temperature. An extensive survey of catalysts revealed that dimethylmalonate- bridged bisoxazoline-CuCl2 complexes were superior. Among them, the tetraphenylbisoxazoline (24)-CuCl2 complex turned out to work most efficiently with a wide array of the substrates. All the examined substrates, with the exception of 2-phenylserinol 36, were desymmetrized in the presence of 24-CuCl2 complex to give high enantioselectivities ranging from 85 to 95% ee. Complementary use of the diisopropylbisoxazoline (22)-CuCl2 complex has remedied the mediocre desymmetrization of 36 to give a significantly improved enantioselectivity from 63 to 83% ee.
