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Lah, Myoung Soo
Frontier Energy Storage Material Lab.
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Formation of a discrete helical assembly and packing pattern through charged hydrogen bonds and van der Waals interactions

Author(s)
Lee, Ho YongKim, Hae-JoLee, Kyoung JaeLah, Myoung SooHong, Jong-In
Issued Date
2007
DOI
10.1039/b610512b
URI
https://scholarworks.unist.ac.kr/handle/201301/5812
Fulltext
http://www.scopus.com/inward/record.url?partnerID=HzOxMe3b&scp=33847030766
Citation
CRYSTENGCOMM, v.9, no.1, pp.78 - 83
Abstract
We report the selective formation of a self-assembled discrete helical assembly with handedness through charged hydrogen bonds in aqueous solution and solid state. A helical assembly is obtained by simply mixing tris(imidazoline) (1) and (rac)-trans-cyclohexane-1,2-dicarboxylic acid ( 2) in a 2 : 3 ratio in water and methanol. The formation of an ion aggregate is fully supported by NMR, MALDI-TOF mass spectroscopy, and X-ray analysis. Helicity of the 2 : 3 complex is determined by the chirality of 2. For example, (1R, 2R)-trans-cyclohexane-1,2-dicarboxylic acid (2(RR)) induces M helicity in [1(2)(.)2(3)] and vice versa. Each complex is enantiomerically pure as equal amounts of the P and M helical complexes are formed with racemic 2. P- and M-helical assemblies are stacked by turns because PMPM stacking is denser than PP or MM stacking.
Publisher
ROYAL SOC CHEMISTRY
ISSN
1466-8033
Keyword
MOLECULAR TECTONICSCHIRAL TRIS(OXAZOLINE)CIRCULAR-DICHROISMIONIC INTERACTIONSLIGAND STRANDSPOLAR-SOLVENTSNETWORKSCAPSULEDESIGNACID

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