Issue 12, 2011

Novel optically active helical poly(N-propargylthiourea)s: synthesis, characterization and complexing ability toward Fe(iii) ions

Abstract

An enantiomeric pair of novel chiral N-propargylthiourea monomers (monomers 1 and 2) and their racemate (monomer 3) were synthesized and polymerized in the presence of (nbd)Rh+B(C6H5)4 as a catalyst. The resulting poly(1) and poly(2) could adopt stable helices and demonstrate optical activity in solvents of low polarity (e.g.CHCl3), according to circular dichroism and optical rotation measurements. But for poly(3), no considerable CD signal was observed at 320 nm and above. Poly(1) and poly(2) kept stable helical structures in a temperature range from 0–60 °C, while failed to maintain helix in polar solvents. Helical poly(1) and poly(2) exhibited strong complexing ability towards Fe(III) ions, based on which novel sensors may be developed next.

Graphical abstract: Novel optically active helical poly(N-propargylthiourea)s: synthesis, characterization and complexing ability toward Fe(iii) ions

Supplementary files

Article information

Article type
Paper
Submitted
02 Oct 2011
Accepted
03 Oct 2011
First published
21 Oct 2011

Polym. Chem., 2011,2, 2825-2829

Novel optically active helical poly(N-propargylthiourea)s: synthesis, characterization and complexing ability toward Fe(III) ions

C. Song, L. Li, F. Wang, J. Deng and W. Yang, Polym. Chem., 2011, 2, 2825 DOI: 10.1039/C1PY00457C

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