Synthesis of Platinum-Containing Conjugated Polymers Bearing Optically Active Amide Groups: A Mechanistic Study of Chiral Aggregation,Macromolecules

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Synthesis of Platinum-Containing Conjugated Polymers Bearing Optically Active Amide Groups: A Mechanistic Study of Chiral Aggregation
Macromolecules ( IF 5.1 ) Pub Date : 2020-12-01 , DOI: 10.1021/acs.macromol.0c00911
Taichi Sotani ₁ , Tatsuo Yajima ₁ , Hiromitsu Sogawa ₁ , Fumio Sanda ₁

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Chirally regulated π-conjugated polymers containing platinum (Pt) complex moieties have great potential as chiroptically functional materials. In this study, novel platinum-containing conjugated polymers, poly(1a-2) and poly(1b-2), were synthesized by the dehydrochlorination coupling polymerization of dichloro(4,4′-tert-butyl-2,2′-bipyridyl)platinum (1a) and dichloro(4,4′-dinonyl-2,2′-bipyridyl)platinum (1b) with N-[3,5-bis(4-ethynylphenylethynyl)benzoyl]-l-alanine dodecylamide (2), and their chiral secondary structures in solutions were investigated. Poly(1a-2) exhibited bisignate circular dichroism (CD) signals assignable to the main chain chromophore (300–450 nm) in dimethylformamide (DMF)/MeOH = 50/50 (v/v). The presence of particles of Z-average = 30 nm was confirmed in this solution. These results indicated that poly(1a-2) formed chirally regulated aggregates. Single-crystal X-ray analysis of the model compound and density functional theory (DFT) calculations were carried out to examine the mode of aggregation of the polymers.

中文翻译：

含光学活性酰胺基团的含铂共轭聚合物的合成：手性聚集机理的研究

包含铂（Pt）复杂结构部分的手性调节π共轭聚合物作为手性功能材料具有巨大的潜力。在这项研究中，通过二氯（4,4'-叔丁基-2,2'-联吡啶基）的脱氯化氢偶联聚合反应，合成了新型的含铂共轭聚合物poly（1a - 2）和poly（1b - 2）。）铂（1a）和二氯（4,4'-二壬基-2,2'-联吡啶基）铂（1b）与N- [3,5-双（4-乙炔基苯基乙炔基）苯甲酰基] -1-丙氨酸十二烷基酰胺（2），并研究了它们在溶液中的手性二级结构。聚（1a- 2）显示出bisignate圆二色性（CD）的信号在二甲基甲酰胺可分配给主链发色团（300-450纳米）（DMF）/甲醇= 50/50（V / V）。在该溶液中确认到Z平均＝ 30nm的粒子的存在。这些结果表明，聚（1a-2）形成手性调节的聚集体。进行了模型化合物的单晶X射线分析和密度泛函理论（DFT）计算，以检查聚合物的聚集方式。

更新日期：2020-12-22

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