Organic core–shell-shaped micro/nanoparticles from twisted macrocycles in Schiff base reaction. Issue 2 (22nd October 2018)

• Record Type: Journal Article
• Authors: Chen, Huaiyu; Huang, Chao; Ding, Yazhou; Zhang, Qi-Long; Zhu, Bi-Xue; Ni, Xin-Long
• Is Part Of: Chemical science. Volume 10:Issue 2(2019)
• Page Start: 490
• Page End: 496
• Publication Date: 2018-10-22
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c8sc03824d
• Languages: English
• ISSNs: 2041-6520

Abstract

Abstract : A series of organic core–shell-shaped micro/nanoparticles from twisted enantiomeric macrocycles could be obtained in Schiff base reaction with high yield at room temperature. Abstract : Functional self-assemblies derived from noncovalent interactions such as lipid vesicles and DNA chiral double helices are a typical feature of natural life activity. Because of this phenomenon, a self-assembly approach for various functional organic particles is a desirable objective in supramolecular chemistry. Here, we report the discovery of enantiomeric conformers from a twisted macrocyclic host (MH ), which was obtained from an achiral precursor by Schiff base reaction. Further studies suggest that a series of unexpected and stable core–shell-based organic micro/nanospheres can be directly precipitated from a simple reaction solution with high yield. A single-crystal X-ray diffraction analysis ofMH revealed that the unusual C–H⋯π interaction triggered self-assembly of the enantiomeric forms in the solid state plays an important role in the formation of the core–shell-shaped organic particles.