Sato Hisako, Yajima Tomoko, Yamagishi Akihiko
Graduated of Science and Engineering, Ehime University, Matsuyama, Japan.
Department of Chemistry, Ochanomizu University, Tokyo, Japan.
Chirality. 2016 May;28(5):361-4. doi: 10.1002/chir.22592. Epub 2016 Mar 18.
Vibrational circular dichroism (VCD) spectroscopy was applied to gelation by a chiral low-molecular mass weight gelator, N,N'-diperfluoroalkanoyl-1,2-trans-diaminocyclohexane. Attention was focused on the winding effects of (-CF2 )n chains on the gelating ability. For this purpose, a series of gelators were synthesized with perfluoroalkyl chains of different length (n = 6-8). When gelation was studied using acetonitrile as a solvent, the fibrils took different morphologies, depending on the chain length: twisted saddle-like ribbon or helical ribbon from fibril (n = 6) and a helical ribbon from platelet (n = 8). The signs of VCD peaks assigned to the couplet of C=O stretching and to the C-F stretching were also dependent on n, indicating that a gelator molecule changed conformation on elongating perfluoroalkyl chains. A model is proposed for the aggregation modes in fibrils. Chirality 28:361-364, 2016. © 2016 Wiley Periodicals, Inc.
振动圆二色光谱法(VCD)被应用于手性低分子量凝胶剂N,N'-二全氟烷酰基-1,2-反式二氨基环己烷的凝胶化过程。研究重点是(-CF2)n链的缠绕效应对于凝胶化能力的影响。为此,合成了一系列具有不同长度全氟烷基链(n = 6 - 8)的凝胶剂。当使用乙腈作为溶剂研究凝胶化时,根据链长不同,纤维呈现出不同的形态:来自纤维的扭曲鞍状带或螺旋带(n = 6)以及来自血小板的螺旋带(n = 8)。归属于C=O伸缩振动偶合峰和C-F伸缩振动峰的VCD峰的符号也取决于n,这表明凝胶剂分子在全氟烷基链伸长时会改变构象。本文提出了一种纤维中聚集模式的模型。《手性》28:361 - 364,2016年。© 2016威利期刊公司。