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Article << Previous     |     Next >>   Contents Vol 66(1)

A Dynamic Route to Structure and Function: Recent Advances in Imine-Based Organic Nanostructured Materials*

Yi Liu A C and Zhan-Ting Li B C

A The Molecular Foundry, Lawrence Berkeley National Laboratory, Berkeley, CA 94720, USA.
B Department of Chemistry, Fudan University, Shanghai 200433, P. R. China.
C Corresponding authors. Email: yliu@lbl.gov; ztli@fudan.edu.cn

Australian Journal of Chemistry 66(1) 9-22 http://dx.doi.org/10.1071/CH12349
Submitted: 24 July 2012  Accepted: 21 September 2012   Published: 17 October 2012


 
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Abstract

The chemistry of imine bond formation from simple aldehyde and amine precursors is among the most powerful dynamic covalent chemistries employed for the construction of discrete molecular objects and extended molecular frameworks. The reversible nature of the C=N bond confers error-checking and proof-reading capabilities in the self-assembly process within a multi-component reaction system. This review highlights recent progress in the self-assembly of complex organic molecular architectures that are enabled by dynamic imine chemistry, including molecular containers with defined geometry and size, mechanically interlocked molecules, and extended frameworks and polymers, from building blocks with preprogrammed steric and electronic information. The functional aspects associated with the nanometer-scale features not only place these dynamically constructed nanostructures at the frontier of materials sciences, but also bring unprecedented opportunities for the discovery of new functional materials.





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