壳聚糖席夫碱钯对碘代苯与丙烯酰胺反应生成肉桂酰胺的催化性能

水杨醛与壳聚糖反应制得壳聚糖席夫碱配体,该配体与PdC l2反应得到壳聚糖席夫碱钯催化剂。研究了该催化剂对碘代苯(PhI)与丙烯酰胺(AM)反应生成反式-肉桂酰胺的催化性能。考察了不同反应因素(原料量比、缚酸剂种类及用量、反应温度、反应时间、催化剂用量、溶剂)对该反应的影响,得到了最佳反应条件:PhI 10mmol,以三丁胺(Bu3N)为缚酸剂,n(PhI)∶n(AM)∶n(Bu3N)=1∶1.3∶1.8,催化剂用量为0.10 g,2 mL DMF为溶剂,氮气中110℃反应1 h,产率高达91.1%。该催化剂经过滤分离、溶剂洗涤,循环使用7次仍有较高的催化活性,产率为87.5%。该催化剂对取代碘苯与丙烯酰胺的反应也有较高的催化活性,产率均在86.7%以上。

Performance of Chitosan Schiff-base Palladium Catalyst in the Reaction of Iodobenzene and Acrylamide to Produce Cinnamamide

Chitosan Schiff-base palladium catalyst was prepared from chitosan and salicylaldehyde via grafting to form chitosan Schiff-base followed by coordination with palladium chloride.The performance of this catalyst for the reaction of iodobenzene and acrylamide was studied.Thus,with 10 mmol iodobenzene,13 mmol acrylamide,18 mmol tributylamine,0.1 g catalyst and 2 mL DMF as solvent,reacting at 110 ℃ for 1 h,91.1% yield of cinnamamide can be achieved.Filtrated from the reaction mixture and washed with the solvent,the catalyst could be reused for 7 times without much loss of activity,and the yield of cinnamamide can still attain 87.5%.This catalyst can also catalyze the coupling reaction of iodobenzene derivatives and acrylamide with the yields over 86.7%.