Synthesis of Water-Soluble Poly(<i>p</i>-phenyleneethynylene) in Neat Water under Aerobic Conditions via Suzuki-Miyaura Polycondensation Using a Diborylethyne Synthon

We report the synthesis, structure, and characterization of a novel ethyne synthon, 1,2-bis(4‘,4‘,5‘,5‘-tetramethyl[1‘,3‘,2‘]dioxaborolan-2‘-yl)ethyne (B2C2). We demonstrate the utility of B2C2 in the Suzuki-Miyaura polycondensation reaction, synthesizing a water-soluble poly(p-phenyleneethynylene) from [2,5-diiodo-1,4-bis(3-propoxy-sulfonicacid)benzene] sodium salt in neat water under an aerobic atmosphere.本工作报道了一种新型乙炔基合成子1,2-双(4',4',5',5'-四甲基[1',3',2']二氧杂环戊硼烷-2'-基)乙炔（B2C2）的合成、结构与表征。本研究验证了B2C2在铃木-宫浦（Suzuki-Miyaura）缩聚反应中的应用价值：以[2,5-二碘-1,4-双(3-丙氧基磺酸)苯]钠盐为单体，在纯水环境及有氧气氛下，成功合成了水溶性聚对苯撑乙炔。