Journal
CHEMISTRY-AN ASIAN JOURNAL
Volume 2, Issue 6, Pages 755-763Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.200700051
Keywords
chirality; helical structures; helicity memory; liquid crystals; polyisocyanides
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The achiral sodium salt of poly(4-carboxyphenyl isocyanide) (poly-1-Na) folds into a one-handed helix induced by optically active amines in water. The induced helicity remains when the optically active amines are completely removed, and further modification of the side groups to amide residues is possible without loss of memory of macromolecular helicity. Although the helical poly-1-Na loses its chiral memory at high temperature, helical polyisocyanides modified with achiral primary amines, which no longer have any chiral components, keep their memory perfectly even at 100 degrees C in N,N-dimethylformamide in some cases and exhibit cholesteric liquid-crystalline phases, thus providing a robust scaffold with heat resistance to which a variety of functional groups can be introduced.
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