Synthesis Methodology of End-Functionalized Poly(quinolylene-2,3-methylene)s: Living Cyclocopolymerization Using Aryl Palladium Initiators Conveniently Prepared from Versatile Aryl Halide,Macromolecules

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Synthesis Methodology of End-Functionalized Poly(quinolylene-2,3-methylene)s: Living Cyclocopolymerization Using Aryl Palladium Initiators Conveniently Prepared from Versatile Aryl Halide
Macromolecules ( IF 5.1 ) Pub Date : 2022-06-10 , DOI: 10.1021/acs.macromol.2c00826
Naoya Kanbayashi ₁ , Kazuki Yamazaki ₁ , Miho Nishio ₁ , Kiyotaka Onitsuka ₁

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The facile synthesis of end-functionalized poly(quinolylene-2,3-methylene)s using aryl palladium initiators conveniently prepared from versatile aryl halides has been reported. When various aryl palladium complexes with 1,3-bis(diphenylphosphino)propane, synthesized by the oxidative addition of an aryl halide to Pd(PPh₃)₄ and the ligand exchange reaction, were used as initiators, cyclocopolymerization of o-allenyl aryl isocyanide afforded poly(quinolylene-2,3-methylene)s with a narrow molecular weight distribution (M_w/M_n = 1.06–1.12), and each aryl group on the palladium complex was quantitatively introduced into the α-chain end. The end-functionalization system was successfully applied to a one-pot polymerization, which did not require the isolation of each aryl palladium complex. This method can be used for many aryl halides, including commercially available products, and has successfully obtained end-functionalized polymers with a wide variety of end functional groups, including bulky and reactive substituents. Furthermore, we expanded this system to synthesize block copolymers with polylactide and multiarmed polymers using initiators with multiple starting points.

中文翻译：

末端官能化聚 (quinolylene-2,3-methylene)s 的合成方法：使用方便地由多功能芳基卤制备的芳基钯引发剂进行活性环共聚合

已经报道了使用方便地由多种芳基卤化物制备的芳基钯引发剂轻松合成末端官能化的聚（喹啉-2,3-亚甲基）。_{当通过芳基卤化物与Pd(PPh 3} ) ₄的氧化加成和配体交换反应合成的1,3-双(二苯基膦基)丙烷的各种芳基钯配合物用作引发剂时，邻烯基芳基异氰化物的环共聚得到具有窄分子量分布 ( M _w / M _n= 1.06-1.12），钯络合物上的每个芳基被定量引入α链末端。末端官能化系统成功地应用于一锅聚合，不需要分离每个芳基钯配合物。该方法可用于许多芳基卤化物，包括市售产品，并已成功获得具有多种末端官能团（包括大体积和反应性取代基）的末端官能化聚合物。此外，我们将该系统扩展为使用具有多个起点的引发剂合成具有聚丙交酯和多臂聚合物的嵌段共聚物。

更新日期：2022-06-10

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