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Multicomponent Dynamic Covalent Assembly of a Rhombicuboctahedral Nanocapsule
Author(s) -
Liu Yong,
Liu Xuejun,
Warmuth Ralf
Publication year - 2007
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200701067
Subject(s) - covalent bond , dynamic covalent chemistry , nanoreactor , imine , chemistry , nanocapsules , molecule , nanotechnology , toluene , combinatorial chemistry , chemical engineering , materials science , organic chemistry , nanoparticle , catalysis , supramolecular chemistry , engineering
Molecular container compounds have a range of potential applications in chemical and biological sciences, most notably as nanoreactors, drug delivery devices, and storage materials. We report a highly efficient dynamic covalent chemistry approach for the synthesis of covalent rhombicuboctahedral nanocapsule 1 from 14 square‐ and triangular‐shaped molecular components. The nanocapsule is obtained in a one‐pot reaction in high yield and high purity, and has a solvodynamic diameter of 3.9 nm. In our approach, six formyl cavitands and eight 1,3,5‐tris( p ‐aminophenyl)benzene molecules are assembled into a molecular rhombicuboctahedron through twenty four newly formed dynamic imine bonds. Binding studies show that 1 encapsulates tetraalkylammonium salts in toluene. We also discuss the growth mechanism of this nanocapsule.