【作者】 梁开畅； 张龙龙； 石建兵； 支俊格； 佟斌； 董宇平；

【Author】 Kaichang Liang;Longlong Zhang;Jianbin Shi;Junge Zhi;Bin Tong;Yuping Dong;School of Chemistry,Beijing Institute of Technology;School of Materials Science and Engineering,Beijing Institute of Technology;

【机构】 北京理工大学化学学院； 北京理工大学材料学院；

【摘要】 将1-（4-羧基联苯基）-2,5-二苯基吡咯分别与手性及外消旋的1-苯乙胺,手性叔丁醇、薄荷醇及苯乙醇反应制备了五种手性三苯基吡咯衍生物R-TPPBAm、S-TPPBAmTPP-Bol、TPP-Pol、TPP-Mol以及一种外消旋体TPPBAm。六种目标化合物在THF/H₂O混合溶液体系中均具有明显的聚集诱导发光增强（AIEE）性质;五种手性化合物在一定水含量的THF/H₂O混合溶液中都出现明显的CD信号及Cotton效应,表现出显著的聚集诱导圆二色性（AICD）。对映异构体R-TPPBAm、S-TPPBAm在相同水含量的混合溶液体系中表现出相反的Cotton效应以及CPL信号,其不对称因子(g_em)分别为1.×10^-4到3.45×10^-3之间和-1.3×10^-4到-4×10^-3之间。手性化合物R-TPPBAm、S-TPPBAm在THF/H₂O混合溶液中聚集并形成以右手螺旋和左手螺旋为主的螺旋纳米纤维,但其外消旋化合物TPPBAm只聚集形成纳米颗粒,且不具有AICD和CPL性质。同时带有手性基团酯TPP-Pol同样也会聚集形成螺旋纳米纤维。更多还原

【Abstract】 Chiral triphenylpyrrole derivatives:R-TPPBAm,S-TPPBAm,TPP-Bol,TPP-Pol,TPP-Mol and one racemic TPPBAm were designed and synthesized.All the six target compounds exhibit obvious AIEE properties in the THF/H₂O mixtures.The five chiral triphenylpyrrole derivatives R-TPPBAm,S-TPPBAm,TPP-Mol,TPP-Pol,TPP-Mol posses aggregation-induced circular dichroism（AICD） features and Cotton effect.Especially,the enantiomers R-TPPBAm and S-TPPBAm,which are containing（R）-/（S）-1-phenylethylamine attachment,exhibit AICD and CPL features with mirror-image signals,and both the enantiomers can self-assemble and form helical nanofibers with the opposite screw direction during the aggregation process in the THF/H₂O mixed solution,while their racemic compound TPPBAm exhibit no CD and CPL signals,and can self-assemble to form nanoparticles.Besides,TPP-Pol can also self-assemble and form helical nanofibers in THF/H₂O mixtures.更多还原