采用超声合成方法,以对氟苯甘氨酸钠盐和二苯基膦化钾为原料合成了两性水溶性膦配体4-二苯膦基苯甘氨酸,并通过核磁共振氢谱、碳谱、磷谱和质谱进行了结构表征。与常规的搅拌反应相比,超声合成方法具有反应时间短,反应温度相对较低,收率较高的等特点。4-二苯膦基苯甘氨酸用于铑催化的1-辛烯水两相氢甲酰化反应,在反应温度120℃,合成压力5.0 MPa(V(H2)∶V(CO)=1∶1),膦与铑物质的量的比4∶1,底物与铑物质的量的比1 000∶1,反应时间4 h的条件下,1-辛烯的转化率为71.1%,醛选择性为97.0%,正异结构产物物质的量比2.1∶1,TOF(单位时间转化数)值为226 t^-1。
A zwitterionic water-soluble phosphine ligand,4-(diphenylphosphino) phenylglycine,was synthesized using sodium salt of 4-fluorophenylglycine and potassium diphenylphosphide as starting materials under ultrasonic condition.The structures of products were characterized by 1H NMR,13C NMR,31P NMR and MS.Compared with the conventional mechanical stirring,ultrasonic irradiation method showed the advantages of short reaction time,lower reaction temperature and higher yield.Rhodium complexes of the ligand was used in two-phase hydroformylation of 1-octene.Under the condition of T= 120 ℃,p=5.0 MPa(V(H2)∶V(CO) = 1∶1),n(P)∶n(Rh)=4∶1,n(S)∶n(Rh)=1 000∶1,reacting time 4 h,the conversion of 1-octene and yield of aldehyde were 71.1% and 97.0% respectively,n(normal product)∶n(isomer)was 2.1∶1 and TOF was 226 t-1.