Nitrogen-Functionalized Porous Organic Polymers Supported Palladium Catalysts And Application In Suzuki-Miyaura Coupling Reaction

In the modern organic synthesis,Suzuki-Miyaura coupling reaction is a kind of very important reaction,widely used in chemical,petroleum,and medicine etc.The construction of C-C bond via Suzuki-Miyaura coupling reaction has becomed one the hot topics of current researches.Nowadays,some homogeneous catalysts have successfully promoted Suzuki-Miyaura coupling reaction in the air at room temperature.However,difficult separation of homogeneous catalysts from products has limited their industrial applications.Therefore,the immobilization of homogeneous catalysts may make the heterogenous catalysts with excellent catalytic activity,high selectivity,and recyclibilty.Nowadays,most heterogeneous catalysts are performed under quite harsh reaction conditions,such as high temperature above 100?,with inert protective atomosphere.Therefore,heterogeneous catalytic systems for Suzuki C-C coupling reaction with mild conditions,such as a relatively low reaction temperature and without inert protective atmosphere,is highly desired.Nitrogen-functionalized porous organic polymers-supported palladium catalysts and their applications in Suzuki-Miyaura coupling reaction were extensively explored in this paper.The catalytic systems for Suzuki-Miyaura coupling reaction were generally introduced in the first chapter,especially the recent development in this reaction.In the second chapter,the conjugated and non-conjugated organic porous polymers were synthesized using cheap pyrrole and 1,4-diformylpiperazine as the monomers.The palladium was supported on the obtained polymers as Pd/PPB-D and Pd/PPP.These two supported catalysts were used in Suzuki-Miyaura coupling reaction.The conjugation effect on the catalytic activity was investigated.The polymers and the Pd/polymers catalysts were characterized by BET,XPS,TEM,SEM,TG,and FT-IR etc.,The conjugation effect of the materials was analyzed in Suzuki-Miyaura coupling reaction.In the third chapter,phenanthroline-based polymer was successfully synthesized from 1,3,5-phenyltriboronic acid pinacol ester and 3,8-dibromophenanthroline by Suzuki–Miyaura coupling reaction,then palladium was loaded on the obtained polymer as Pd/CPP catalyst.The fresh and used Pd/CPP catalysts were characterized by BET,XPS,TEM,SEM,TG,FT-IR etc.The Pd/CPP has showed excellent catalytic activity in Suzuki-Miyaura reaction.Bromobenzene and phenylboronic acid can be efficiently converted into biphenyl with the yield of 99.9% under mild conditions(room temperature,without inert protective atmosphere,only 5 min reaction time),which is as well as the homogeneous catalyst.