Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 15, Issue 26, Pages 6428-6434Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200900037
Keywords
chirality; coordination polymers; crystallization; separation; supramolecular chemistry
Categories
Funding
- 973 Programs [2007CB209701, 2009CB930403]
- Shuguang Program [06SG12]
- Scientific Research Foundation for the Returned Overseas Chinese Scholars
- State Education Ministry
- Key Project of the Chinese Ministry of Education
- [NSFC-20671062]
- [NCET-05-0395]
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A homochiral lamellar supramolecular host system has been developed by treating 3-[(E)-{[(1R,2R)-2-aminocyclohexyl]imino}methyl]-4-hydroxybenzoic acid (H2L) with copper nitrate and characterized by a variety of techniques including microanalysis, IR spectroscopy, thermogravimetric analysis (TGA), circular dichroism (CD) spectroscopy, and powder and single-crystal X-ray diffraction. Tridentate Schiff base L ligands link adjacent metal centers to form ID coordination polymeric chains using tridentate N2O donors and carboxylate groups, while interchain metal-oxygen and hydrogen-bonding interactions further link 1D polymeric chains to a porous lamellar solid. The host features a flexible helical framework for guest inclusions and chiral amphiphilic channel surfaces lined with amine hydrogen atoms and aliphatic groups capable of multiple interactions with guest species. It allows for the development of an efficient approach for highly enantioselective separation of racemic secondary alcohols by inclusion crystallization followed by distillation (> 99.5% ee). In addition, the host including different alcohols exhibits guest-responsive ferroelectric behavior.
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