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

Literature Information

Publication Date 2011-10-21
DOI 10.1039/C1PY00457C
Impact Factor 5.582
Authors

Ci Song, Lei Li, Fangjie Wang, Jianping Deng, Wantai Yang


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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.

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