Stimuli-Responsive Helical Poly(phenylacetylene)s Bearing Cyclodextrin Pendants that Exhibit Enantioselective Gelation in Response to Chirality of a Chiral Amine and Hierarchical Super-Structured Helix Formation

Stimuli-Responsive Helical Poly(phenylacetylene)s Bearing Cyclodextrin Pendants that Exhibit Enantioselective Gelation in Response to Chirality of a Chiral Amine and Hierarchical Super-Structured Helix Formation
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DOI:
10.1021/ma200537p
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发表时间:
2011-04
期刊:
影响因子:
5.5
通讯作者:
Katsuhiro Maeda;Hiroaki Mochizuki;K. Osato;E. Yashima
Katsuhiro Maeda;Hiroaki Mochizuki;K. Osato;E. Yashima
中科院分区:
化学1区
文献类型:
--
作者:
Katsuhiro Maeda;Hiroaki Mochizuki;K. Osato;E. Yashima

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合成了一种新型的含β-环糊精(CyD)的聚苯乙炔(poly-2β,poly-3β,poly-1β),用圆二色谱(CD)和吸收光谱研究了它们的手性性质.手性光学研究表明,连接基团在由外部手性和非手性刺激,如温度,溶剂,和与手性胺的相互作用引起的构象变化中起着重要的作用。Poly-1β和Poly-2β显示出独特的对映体选择性凝胶化反应,并进一步形成了具有可控螺旋方向的微米级超结构螺旋组装体。
Novel poly(phenylacetylene)s bearing a β-cyclodextrin (CyD) residue connected to the phenyl ring through an ester (poly-2β) and an ether linkage (poly-3β) as well as an amide linkage (poly-1β) were synthesized and their chiroptical properties were investigated with circular dichroism (CD) and absorption spectroscopies. The chiroptical studies demonstrated that the linkage groups play an important role in the conformational change induced by external chiral and achiral stimuli, such as temperature, solvent, and interactions with a chiral amine. Poly-1β and poly-2β showed a unique enantioselective gelation in response to the chirality of a chiral amine, and the polymers further formed hierarchical superstructured helical assemblies on a micrometer scale with a controlled helix sense, as evidenced by the scanning electron microscopy observations.