Induction of Single-Handed Helicity of Polyacetylenes Using Mechanically Chiral Rotaxanes as Chiral Sources
Induction of Single-Handed Helicity of Polyacetylenes Using Mechanically Chiral Rotaxanes as Chiral Sources
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DOI：
10.1002/anie.201707926
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发表时间：
2017-11-20
影响因子：
16.6
通讯作者：
Takata, Toshikazu
中科院分区：
文献类型：
--
作者：
Ishiwari, Fumitaka;Nakazono, Kazuko;Takata, Toshikazu
讨论了机械手性轮烷能有效地诱导聚乙炔的择手螺旋性。通过对映体[2]轮烷类乙炔单体的聚合，合成了侧链上具有光学活性的机械手性轮烷类聚乙炔。CD Cotton效应表明，根据轮烷的手性，聚乙炔具有优先手性的螺旋构象。轮烷侧链上额外的手性取代基不干扰优先手性螺旋。这些结果证明了机械手性轮烷对于有效构建不对称场的重要性和实用性。
Effective induction of preferred-handed helicity of polyacetylenes by pendant mechanically chiral rotaxanes is discussed. Polyacetylenes possessing optically active mechanically chiral rotaxanes in the side chains were synthesized by the polymerization of the corresponding enantiopure [2]rotaxane-type ethynyl monomers prepared by the chiral-phase HPLC separations. The CD Cotton effects revealed that the polyacetylenes took preferred-handed helical conformations depending on the rotaxane chirality. The preferred-handed helix was not disturbed by an additional chiral substituent on the rotaxane side chain. These results demonstrate the significance and utility of mechanically chiral rotaxanes for the effective construction of asymmetric fields.