Study On Catalytic Reduction Of Aromatic Oxime,Ketone And Aldehyde And Coupling Reaction Of Alcohol And Amine Under Mild Conditions

The dissertation consists of two parts:?1?the reduction research of aromatic oximes,ketones,and aldehydes under mild conditions.?2?Study on asymmetric catalytic hydrogenation reduction of pro-chiral ketones under mild conditions.?3?Bimetallic catalyst catalyzed dehydrogenation coupling reaction of alcohol and amine.In the first part of this thesis,a novel heterogeneous palladium nanocatalysts?Pd-NPs?were chemically synthesized from the metal precursorand varied ligands.The Pd-NPs can catalyze reduction aromatic oximes,ketones,and aldehydes under room temperature and pressure,H2 and water as hydrogen source and solvent respectively.To study the effect of ligand,the acetophenone oxime is used as the base substrate,and the best reaction conditions were obtained.Among all the tested conditions,the best one is:ligand,p-phenylenediamine;catalyst loading,1.5 mg;and reaction time,12 h;under which,the yield of the desired product 1-phenethylamine was obtained to be up to 99%.The structures of all products were characterized by ¹H NMR and ¹³C NMR.The synthesized Pd-NPs were characterized by TEM,XPS,XRD,EA,ICP-OES.The second part of the thesis is that several chiral ligands are synthesized and coordinated with Pd precursor to catalyze the and asymmetric catalytic hydrogenation reduction of pro-chiral ketones under room temperature,1 bar of H2 as the hydrogen source.The effect of different kinds of ligands,solvent,Pd precursors and bases is tested,the optimal reaction condition is:Pd precursor,ligand,?S?-2-?4-phenyl-4,5-di Hydroo xazol-2-yl?aniline;solvent,isopropanol;base,potassium tert-butoxide;the product1-benzyl alcohol was obtained to be up to 77%but without stereoselectivity.The structures of all products were characterized by ¹H NMR and ¹³C NMR.In addition,several possibly reasons causing the failure to obtain chiral product are supposed.The third part of this thesis is related to the synthesized Ru-Ni Bimetallic catalyst whichcan catalyze dehydrogenation coupling reaction of alcohol and amine efficiently without any additives.Use the couple reaction of benzyl alcohol and aniline as research object to study the effect of different catalysts,solvent,temperature,reaction time and on the yield.the optimal reaction condition is:catalyst,Ru-Ni Bimetallic catalyst;solvent toluene,;heat to 120°C for 24h,the product was obtained to be up to 99%.