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Helicity Control of Polymeric Backbones with Alternating Cis-Trans Double Bonds in Cyclopolymerized Dipropargyl Amides.
Angewandte Chemie International Edition ( IF 16.6 ) Pub Date : 2020-09-09 , DOI: 10.1002/anie.202008556
Youngjun Song 1 , Sunyoung Kang 1 , Sangyoon Kang 1 , Yan Lee 1
Affiliation  

We report the synthesis of new helical polymeric structures having alternating cis and trans double bonds and chiral amino acid side chains by metathesis cyclopolymerization. The polymer helicity, which is generated by the interaction between fluorenylmethyloxycarbonyl (Fmoc) groups in the side chains, is dramatically affected by solvents. A thorough experimental and theoretical analysis including nuclear magnetic resonance, atomic force microscopy, and density functional theory and molecular mechanics calculations suggests that the helicity of both backbone and side chains are determined by anti‐syn rotation of the carbamate groups and by the different interactions of the Fmoc groups with solvents.

中文翻译:

在环聚合的二炔丙基酰胺中具有交替的顺式-双键的聚合物主链的螺旋度控制。

我们报道了通过易位环聚合反应合成具有交替的顺式反式双键和手性氨基酸侧链的新型螺旋聚合结构。由侧链中的芴基甲基氧羰基(Fmoc)基团之间的相互作用产生的聚合物螺旋度受溶剂的影响很大。彻底的实验和理论分析,包括核磁共振,原子力显微镜以及密度泛函理论和分子力学计算,表明主链和侧链的螺旋结构均由氨基甲酸酯基团的反同位旋转和氢键的不同相互作用决定。 Fmoc基团与溶剂。
更新日期:2020-09-09
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