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Concurrent helix extension and chirality enhancement for an artificial helical foldamer complexed with sterically hindered chiral molecules
Polymer ( IF 4.1 ) Pub Date : 2019-12-30 , DOI: 10.1016/j.polymer.2019.122135
Yuan Qiu , Hongchao Yan , Jing Wang , Qian Jiang , Hong Wang , Haiyan Peng , Yonggui Liao , Xiaolin Xie , Bogumił E. Brycki

Constructing and regulating the helical structures of artificial foldamers have been constantly pursued because of their wide applications in chiral recognition, asymmetric catalysis, circularly polarized luminescence, etc. On the one hand, stabilizing the helical structures of foldamers can usually enhance the chirality by decreasing the pitches. On the other hand, the extended helix can be obtained when the π-π stacking interaction in the main chain is weakened. In general, the former aspect is inconsistent with the later. Herein, chiral 1-phenylethylamines, 2-phenylglycinols and leucinols are used as the guests to modulate the folded helix of an artificial poly(phenylenediethynylene)-based foldamer. With the aid of chiral center, the steric hindrance of the chiral guests can increase the distances between the pitches. Meanwhile, a more ordered chain arrangement is induced by such steric effect. As a result, we successfully endow the foldamers with an extended helix and enhanced chirality at the same time.



中文翻译:

并发螺旋扩展和手性增强的人工螺旋折叠与空间受阻的手性分子复合

由于其在手性识别,不对称催化,圆偏振发光等方面的广泛应用,人们一直在寻求构建和调节人工折叠分子的螺旋结构。一方面,稳定折叠分子的螺旋结构通常可以通过降低其手性来增强手性。球场。另一方面,当主链中的π-π堆积相互作用减弱时,可以获得延伸的螺旋。通常,前一个方面与后一个方面不一致。在本文中,手性1-苯基乙胺,2-苯基甘醇和亮氨酸被用作客体以调节基于人工聚(苯二乙炔基)的折叠剂的折叠螺旋。借助手性中心,手性宾客的空间位阻会增加音高之间的距离。同时,这种位阻效应引起更有序的链排列。结果,我们成功地使折叠器具有扩展的螺旋结构并同时增强了手性。

更新日期:2019-12-30
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