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Helicity Control of Triphenylamine-Based Supramolecular Polymers: Correlation between Solvent Properties and Helicity in Supramolecular Gels.
Chemistry - A European Journal ( IF 4.3 ) Pub Date : 2018-07-18 , DOI: 10.1002/chem.201802086
Ka Young Kim 1 , Chaelin Kim 1 , Yeonweon Choi 1 , Sung Ho Jung 2 , Ju Hyun Kim 1 , Jong Hwa Jung 1
Affiliation  

We describe the role of amide groups formed by achiral and chiral moieties to study supramolecular helicity at the molecular level and the correlation between helicity and solvent properties at the supramolecular level. Using circular dichroism (CD) spectroscopy, we observed the CD spectra of supramolecular gel 1, which comprised a triphenylamine (TPA) core, terpyridine, and alanine moieties, formed in various solvents. The strong positive CD signals of supramolecular gel 1 formed in organic solvents, such as chloroform, tetrahydrofuran (THF), and dichloromethane, which have low polarity and a low acceptor number, were observed at 350 nm, indicating right‐handed helicity. In contrast, the negative CD signals of supramolecular gel 1 formed in mixed DMSO/water (5:1 v/v), methanol, ethanol, and n‐propanol were obtained at 350 nm, indicating left‐handed helicity. These findings suggest that the helicity of supramolecular gel 1 was strongly influenced by the solvent properties. Indeed, atomic force spectroscopy images showed the right‐ and left‐handed helicity of supramolecular gel 1 formed in various organic solvents, which was pure helicity.

中文翻译:

三苯胺基超分子聚合物的螺旋度控制:超分子凝胶中溶剂性质和螺旋度之间的相关性。

我们描述了由非手性和手性部分形成的酰胺基在分子水平上研究超分子螺旋性以及在超分子水平上螺旋性与溶剂性质之间的相关性的作用。使用圆二色性(CD)光谱,我们观察了超分子凝胶1的CD光谱,超分子凝胶1包含在各种溶剂中形成的三苯胺(TPA)核心,三联吡啶和丙氨酸部分。在350 nm处观察到极性低,受体数低的有机溶剂(如氯仿,四氢呋喃(THF)和二氯甲烷)中形成的超分子凝胶1的强正CD信号,表明是右旋螺旋。相反,超分子凝胶1的CD负信号在DMSO /水(5:1 v / v)混合溶液中形成的甲醇,乙醇和正丙醇在350 nm处获得,表明左旋螺旋。这些发现表明超分子凝胶1的螺旋性受溶剂性质的强烈影响。确实,原子力光谱图像显示了在各种有机溶剂中形成的超分子凝胶1的右旋和左旋螺旋,这是纯螺旋。
更新日期:2018-07-18
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