A chiral supramolecular polymer membrane with no chiral substituents by highly selective photocyclic aromatization of a one-handed helical cis-cisoidal polyphenylacetylene
A chiral supramolecular polymer membrane with no chiral substituents by highly selective photocyclic aromatization of a one-handed helical cis-cisoidal polyphenylacetylene
复制标题
DOI：
10.1002/macp.201400526
复制
发表时间：
2015-03
影响因子：
2.5
通讯作者：
Lijia Liu;Qing Long;T. Aoki;Takeshi Namikoshi;Yunosuke Abe;Mari Miyata;M. Teraguchi;T. Kaneko
中科院分区：
文献类型：
--
作者：
Lijia Liu;Qing Long;T. Aoki;Takeshi Namikoshi;Yunosuke Abe;Mari Miyata;M. Teraguchi;T. Kaneko
通过不对称引发聚合反应合成了一种单手螺旋顺-顺式聚苯乙炔（P）。Pin a膜状态的定量光环芳构化，然后原位除去手性取代基，得到相应的不含手性取代基的环状三聚体（T）的单手螺旋超分子聚合物膜。原始的单手螺旋的螺旋被成功地传输到所产生的超分子螺旋的de-T。氢键和π-π堆积都被认为有助于在膜状态下的两步反应期间保持手性。
A one‐handed helicalcis‐cisoidalpolyphenylacetylene (P) is successfully synthesized by an asymmetric‐induced polymerization of a chiral‐substituted phenylacetylene having two hydroxymethyl groups. Quantitative photocyclic aromatization ofPin a membrane‐state followed by in situ removal of the chiral substituents affords a one‐handed helical supramolecular polymer membrane of the corresponding cyclic trimer (T)with no chiral substituents. The original one‐handed helicity of the precursorPis successfully transmitted to the resulting supramolecular helicity ofde‐T. Both the hydrogen bonds and the π–π stacking are thought to contribute to the retention of the chirality during the two‐step reaction in the membrane state.