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催化学报  2014 

SiO2-Cu2O:AnefficientandrecyclableheterogeneouscatalystforN-benzylationofprimaryandsecondaryamines

DOI: 10.1016/S1872-2067(14)60009-7, PP. 444-450

Keywords: Silicasupportedcopper(I)oxide,Benzylation,Substitutedamine,Recyclability,Heterogeneouscatalysis

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Abstract:

?Amild,effective,andselectiveprocedureisreportedforthemonoN-benzylationandN,N-dibenzylationofprimaryaminesaswellasmonoN-benzylationofsecondaryaminesusingsilica-supportedcopper(I)oxideinwater.Thesilica-supportedCu2OwasgeneratedinsitubythereactionofFehlingsolutionandglucoseat100℃ontoactivatedsilica.Thecatalystwasfiltered,washedwithwater,andoven-dried,andwascharacterizedbyFouriertransforminfraredspectroscopy,thermogravimetricanalysis,scanningelectronmicroscopy,transmissionelectronmicroscopy,andatomicabsorptionspectroscopy.ThepreparedCu2O-SiO2wasfoundtobethermallystableupto325℃.Thecopperwasuniformlydistributedontothesurfaceofthesilica,andthemeanparticlediameterwas7nm.ThecatalystservedasaselectiveheterogenouscatalystfortheN-benzylationofprimaryandsecondaryamines.Thecatalystisrecyclableandwasusedeffectivelyuptofifthrunwithoutasignificantlossofcatalyticactivity.Variousreactionsolventsincludingwater,acetonitrile,andtoluenewerescreenedforN-benzylationofamines,andthesuccessoftheaqueoussystemhighlightsthelowenvironmentalimpactoftheprocedure.

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