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Synthesis,chiroptical properties of a helical polyacetylene derivative carrying urea moieties
Authors:Rui-yuan Liu  Tong Zhang  Xiao-dong Yang  Yi-chen Yan  Jin-qing Qu
Institution:1. School of Pharmaceutical Sciences, Southern Medical University, Guangzhou, 510515, China
2. School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, 510640, China
Abstract:A novel phenylacetylene derivative containing urea groups was synthesized and polymerized with a Rh catalyst to give the corresponding polymer, poly(1) with moderate number-average molecular weights. The poly(1) was soluble in toluene, CHCl3, CH2Cl2, THF, DMF, and DMSO, but insoluble in hexane, diethyl ether and MeOH. The specific rotation and circular dichroism(CD) spectroscopic studies revealed that poly(1) took predominantly one-handed helical structures. The presence of intramolecular hydrogen bonding was confirmed by liquid-state IR spectroscopy. The helicity of poly(1) could be tuned by temperature and anion. The helical conformation of the polymer was stable against Br- but susceptible to F-.
Keywords:Anion  Helix  Hydrogen bonding  Polyacetylene  Urea group
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