Ferrocenyl imidazoliny palladium compound, its preparation method and its uses in catalytic synthesis of coupling product
A ferrocenyl imidazoline, compound technology, applied in the direction of organic compound/hydride/coordination complex catalyst, physical/chemical process catalyst, chemical instrument and method, etc., can solve the problem that cannot be widely used in industrial production, chemical Uncertain selectivity, large amount of catalyst, etc., to achieve the effect of insensitivity to water or air, good thermal stability and high yield
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Embodiment 1
[0047] Example 1: Preparation of 1-benzyl-2-ferrocenyl-4,5-dihydroimidazoline ring palladium chlorine bridge dimer: preparation of ferrocenyl imidic acid methyl ester salt according to the method reported in the literature Under nitrogen protection, methyl ferrocenyl imidate hydrochloride (280mg, 1mmol) and N-benzylethylenediamine (150mg, 1mmol) were stirred in 25mL of anhydrous methanol at 20°C for 0.5 hours, then Reflux for 10 hours. After the reaction was completed, methanol was removed by rotary evaporation, 30 mL of dichloromethane was added, washed twice with saturated sodium bicarbonate solution, then washed twice with saturated brine, the organic phases were combined, anhydrous MgSO 4Dry, filter, concentrate by rotary evaporation, and use 10:1 dichloromethane / methanol as developing solvent for the residue, and separate by silica gel column chromatography to obtain 159 mg of pure orange-red solid as 1-benzyl-2-ferrocenyl-4, 5-dihydroimidazoline (R 1 = benzyl, R 2 = R...
Embodiment 2
[0049] Example 2: Preparation of 1-benzyl-2-ferrocenyl-4,5-dihydroimidazoline ring palladium bromide bridge dimer: prepare 1-benzyl-2-dimer as in Example 1 Ferrocenyl-4,5-dihydroimidazoline, 5ml 0.1M Li 2 PdBr 4 Methanol solution and 68 mg NaOAc 3H 2 O was added to 1-benzyl-2-ferrocenyl-4,5-dihydroimidazoline (R 1 = benzyl, R 2 = R 3 = R 4 = R 5 =H) (172mg, 0.5mmol) in methanol solution, stirred at room temperature for 24 hours, filtered off to form a brown solid, that is, 1-benzyl-2-ferrocenyl-4,5-dihydroimidazoline ring palladium Bromine Bridged Dimer.
Embodiment 3
[0050] Example 3: Preparation of 1-benzyl-2-ferrocenyl-4,5-dihydroimidazoline ring palladium iodine bridge dimer: prepare 1-benzyl-2-dimer as in Example 1 Ferrocenyl-4,5-dihydroimidazoline, 5ml 0.1M Li 2 PdI 4 Methanol solution and 68 mg NaOAc 3H 2 O was added to 1-benzyl-2-ferrocenyl-4,5-dihydroimidazoline (R 1 = benzyl, R 2 = R 3 = R 4 = R 5 =H) (172mg, 0.5mmol) in methanol solution, stirred at room temperature for 24 hours, filtered off to form a brown solid, that is, 1-benzyl-2-ferrocenyl-4,5-dihydroimidazoline ring palladium Iodine-bridged dimers.
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