Lascialfari L, Berti D, Brandi A, Cicchi S, Mannini M, Pescitelli G, Procacci P
Department of Chemistry, Università di Firenze, Via della lastruccia 3-13, 50019, Sesto Fiorentino-Fi, Italy.
Soft Matter. 2014 Jun 7;10(21):3762-70. doi: 10.1039/c4sm00354c. Epub 2014 Apr 15.
The purpose of this study is to compare the gelling behavior of two molecules: a chiral compound and its achiral counterpart. The chiral partner is characterized by a rigid, chiral pyrrolidine nucleus, while the achiral one contains a flexible diethanolamine moiety. The chiral compound is an already known good organogelator, but also the achiral compound shows remarkable gelling properties. Very interestingly, a small fraction of the chiral compound induces chirality and strong CD effects in its aggregates with the achiral one. The observed chirality amplification corresponds to a peculiar sergeant-and-soldier effect. Molecular modelling and CD calculations suggested a model for the supramolecular assembly of hetero-aggregates that fits the experimental data.
一种手性化合物及其非手性对应物。手性分子的特征是具有刚性的手性吡咯烷核，而非手性分子则含有柔性的二乙醇胺部分。手性化合物是一种已知的良好有机凝胶剂，但非手性化合物也表现出显著的凝胶化特性。非常有趣的是，一小部分手性化合物在其与非手性化合物的聚集体中诱导手性和强烈的圆二色性（CD）效应。观察到的手性放大对应于一种特殊的“士兵-长官”效应。分子建模和CD计算提出了一种适合实验数据的异质聚集体超分子组装模型。
