화학공학소재연구정보센터
Journal of Molecular Catalysis A-Chemical, Vol.188, No.1-2, 37-43, 2002
Heck reaction with a silica-supported Pd-TPPTS liquid phase catalyst: effects of reaction conditions and various amines on the reaction rate
Supported liquid phase catalysts (SLPC) were prepared using a porous silica, ethylene glycol (EG), and triphenylphosphine trisulfonate sodium salt (TPPTS) and used for the Heck reaction of iodobenzene (PhI) and butyl acrylate (BA) in the presence of amine, The reaction rate depends on the concentration of Pd-TPPTS complex in the supported EG phase, not on the total quantity of Pd-TPPTS, The rate increases linearly with the PhI concentration. The reaction rate also increases linearly with the concentrations of BA and triethylamine (Et3N) when these are low. However, a plateau and a maximum of the rate are seen with further increasing the concentrations of BA and Et3N, respectively. As a result of the complex of these modes of the dependence, the reaction rate increases with the total concentration of PhI, BA and Et3N in an order of two. The dependence of the reaction rate on those concentrations with a palladium-triphenylphosphine (Pd-TPP) homogeneous catalyst is quite similar to that with SLPC. The reaction rate depends also on the type of the amine used. Tributylamine (Bu3N) gives faster reaction rates than Et3N with both SLPC and Pd-TPP. However, such an effect of trihexylamine (Hex(3)N) is seen only with Pd-TPP. In the SLPC system, Hex(3)N gives almost the same rate as that with Et3N. Promotive effect of recycle use of the SLPC sample is also affected by the type of the amine. (C) 2002 Elsevier Science B.V. All rights reserved.