Fraunhofer Institute for Applied Polymer Research, Geiselbergstrasse 69, 14476, Potsdam-Golm, Germany.
Institute of Chemistry, Organic Chemistry, Martin-Luther-University Halle-Wittenberg, Kurt-Mothes-Strasse 2, 06120, Halle/Saale, Germany.
Angew Chem Int Ed Engl. 2017 Jan 2;56(1):280-284. doi: 10.1002/anie.201609252. Epub 2016 Nov 29.
2,4-Diamino-6-phenyl-1,3,5-triazines carrying a single oligo(ethylene oxide) (EO) chain form an optically isotropic mesophase composed of a conglomerate of macroscopic chiral domains with opposite sense of chirality even though the constituent molecules are achiral. This mesophase was proposed to result from the helical packing of hydrogen-bonded triazine aggregates, providing long-range chirality synchronization. The results provide first evidence for macroscopic achiral symmetry breaking upon conglomerate formation in an amorphous isotropic phase formed by hydrogen-bonded associates of simple N-heterocycles that are related to prebiotic molecules.
2,4-二氨基-6-苯基-1,3,5-三嗪带有单个聚(氧化乙烯)(EO)链,形成各向同性介相,由具有相反手性的宏观手性畴的聚集体组成,尽管构成分子是无手性的。这种介相据推测是由氢键三嗪聚集体的螺旋堆积形成的,提供长程手性同步。该结果为在由与前生物分子相关的简单 N-杂环氢键配合物形成的无定形各向同性相中,在无定形各向同性相中形成聚集体时,宏观非手性对称的破缺提供了第一个证据。