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Synthesis Of 3-(2-Aminoethylamino) Propyl-functionalized MCM-41-supported Palladium, Rhodium, And Platinum Complexes And Their Catalytic Properties

Posted on:2011-07-20Degree:MasterType:Thesis
Country:ChinaCandidate:J Q LiuFull Text:PDF
GTID:2131330332465645Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
3-(2-Aminoethylamino) propyl-functionalized MCM-41 anchored palladium, rhodium and platinum(Ⅱ) complexes (denoted as MCM-41-2N-PdCl2 (C1), MCM-41-2N-Pd(OAc)2 (C2), MCM-41-2N-Rh (Ⅲ) (C3), MCM-41-2N-Pt(Ⅱ) (C4) were conveniently synthesized from commercially available and cheap 3-(2-Aminoethylamino) propyltriethoxysilane via immobilization on MCM-41, followed by reacting with palladium chloride, palladium acetate, rhodium chloride or potassium tetrachloroplatinate, respectivelyThe Heck arylation reaction of styrene, butyl acrylate and acrylamide, with aryl bromides and aryl chloride proceeded very smoothly in the presence of palladium complex (C1) to give the corresponding arylation products in excellent yields in nitrogen atmosphere at 110℃-130℃and tetrabutylammomium bromide(TBAB) as solvent, and tributylamine as acid-binding agent. The MCM-41-2N-PdCl2 can be recoved by simple filtration and reused several without loss of activity.The Heck reaction of allylic alcohols with aryl iodides proceeded very smoothly in the presence of MCM-41-2N-Pd(OAc)2 (C2) and tetrabutylammomium chloride to give the correspondingβ-aryl-subtituted ketones in excellent yields under nitrogen atmosphere at 100℃, using DMF as solvent, and sodium bicarbonate as acid-binding agent.It was found that both of rhodium complex (C3), and platinum complex(C4) are efficient catalysts for the hydrosilylation of most of the given olefins with (EtO)3SiH and can be recovered and reused many times without noticeable loss of activity.
Keywords/Search Tags:Supported catalyst, bidentate nitrogen palladium, rhodium, and platinum complex, Heck arylation, Hydrosilylation reaction
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