Thesis or Dissertation Synthesis of one-handed helical cis-cisoidal polyphenylacetylenes by controlled helix-sense-selective polymerization

Zhang, Geng  ,  張, 耿

pp.1 - 64 , 2015-03-23 , 新潟大学
学位の種類: 博士(工学). 報告番号: 甲第4039号. 学位記番号: 新大院博(工)甲第421号. 学位授与年月日: 平成27年3月23日
For chirality of one handed helical polyphenylacetylenes prepared by Helix-sense-selective polymerization of achiral phenylacetylenes having two hydroxyl groups reported in our laboratory, there is no any other chiral atoms except the helical main chain. The hydrogen bonds formed among hydroxyl groups attached with the phenyl ring are the key role in the conformation of helical structure. As the helical main chain shows chirality, the hydroxyl groups attached with helical main chain could be used a chiral source for the helix-sense-selective polymerization of substituted phenylacetylenes having hydroxyl groups. To the best of our knowlege, this is the firs example of polymer catalyst prepared by HSSP of achiral phenylacetylene. With a novel phenylacetylen having two hydroxyl groups and a chiral pinanyl group and its related phenylacetylenes, chiral amplification phenomenon was observed by using the copolymerization of achiral phenylacetylene having two hydroxyl groups and chiral having chiral pinanyl group. The tight helical cis-cisoidal main chain formed by making intramolecular hydrogen bonds between the hydroxyl groups enhances the efficiency of chiral induction.

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