Trinh Thi Minh Nguyet, Nierengarten Iwona, Holler Michel, Gallani Jean-Louis, Nierengarten Jean-François
Laboratoire de Chimie des Matériaux Moléculaires, Université de Strasbourg et CNRS (UMR 7509), Ecole Européenne de Chimie, Polymères et Matériaux (ECPM), 25 rue Becquerel, 67087 Strasbourg Cedex 2 (France).
Institut de Physique et Chimie des Matériaux de Strasbourg (IPCMS), Université de Strasbourg et CNRS (UMR 7504), 23 rue du Loess, BP 43, 67034 Strasbourg Cedex 2 (France).
Chemistry. 2015 May 26;21(22):8019-22. doi: 10.1002/chem.201501124. Epub 2015 Apr 15.
Amphiphilic pillar[5]arene-containing [2]rotaxanes have been prepared and fully characterized. In the particular case of the [2]rotaxane incorporating a 1,4-diethoxypillar[5]arene subunit, the structure of the compound was confirmed by X-ray crystal structure analysis. Owing to a good hydrophilic/hydrophobic balance, stable Langmuir films have been obtained for these rotaxanes and the size of the peripheral alkyl chains on the pillar[5]arene subunit has a dramatic influence on the reversibility during compression-decompression cycles. Indeed, when these are small enough, molecular reorganization of the rotaxane by gliding motions are capable of preventing strong π-π interactions between neighboring macrocycles in the thin film.
已制备并全面表征了含两亲性柱[5]芳烃的[2]轮烷。在包含1,4 - 二乙氧基柱[5]芳烃亚基的[2]轮烷的特定情况下,通过X射线晶体结构分析确定了该化合物的结构。由于具有良好的亲水/疏水平衡,已获得了这些轮烷的稳定朗缪尔膜,并且柱[5]芳烃亚基上外围烷基链的大小对压缩 - 减压循环期间的可逆性有显著影响。实际上,当这些烷基链足够小时,轮烷通过滑动运动进行的分子重排能够防止薄膜中相邻大环之间强烈的π - π相互作用。