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Synthesis of One-Handed Helical Block Copoly(substituted acetylene)s Consisting of Dynamic cis-transoidal and Static cis-cisoidal Block: Chiral Teleinduction in Helix-Sense-Selective Polymerization Using a Chiral Living Polymer as an Initiator
ACS Macro Letters ( IF 5.1 ) Pub Date : 2016-11-29 00:00:00 , DOI: 10.1021/acsmacrolett.6b00809 Lijia Liu 1 , Geng Zhang 2 , Toshiki Aoki 2 , Yudan Wang 1 , Takashi Kaneko 2 , Masahiro Teraguchi 2 , Chunhong Zhang 1 , Hongxing Dong 1
ACS Macro Letters ( IF 5.1 ) Pub Date : 2016-11-29 00:00:00 , DOI: 10.1021/acsmacrolett.6b00809 Lijia Liu 1 , Geng Zhang 2 , Toshiki Aoki 2 , Yudan Wang 1 , Takashi Kaneko 2 , Masahiro Teraguchi 2 , Chunhong Zhang 1 , Hongxing Dong 1
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By using a living one-handed helical cis-transoidal poly(chiral substituted phenylacetylene) as a polymer initiator (poly(1n)), helix-sense-selective polymerization (HSSP) of an achiral phenylacetylene 2 having two hydroxy groups successfully afforded a diblock copoly(phenylacetylene) (copoly(1n/2m)) consisting of a dynamic one-handed helical cis-transoidal block and a static one-handed helical cis-cisoidal block. The formation of the diblock structure was confirmed by consumption of the chiral initiator, appearance of characteristic CD indicating the one-handed helical cis-cisoidal block, and occurrence of the selective photocylic aromatization reaction in the cis-cisoidal block. Therefore, HSSP has been achieved by using the chiral alkenyl groups in the initiator as a chiral source for the first time. In addition, since the HSSP was achieved in spite of the long distance between the chiral initiation site and the propagating site, chiral teleinduction through the rigid and static one-handed helical cis-cisoidal block based on domino effects was confirmed.
中文翻译：
由动态顺式-反式和静态顺式-顺式嵌段组成的单手螺旋嵌段共聚（取代乙炔）的合成：使用手性活性聚合物作为引发剂的螺旋-有义选择性聚合中的手性远程感应
通过使用活性单手螺旋顺反式聚（手性取代苯乙炔）作为聚合物引发剂（聚（1n ） ），具有两个羟基的非手性苯乙炔2的螺旋有义选择性聚合（HSSP）成功地提供了二嵌段共聚苯乙炔 (copoly( 1 n / 2 m )) 由一个动态单手螺旋顺式-反式嵌段和一个静态单手螺旋顺式-顺式嵌段组成。通过消耗手性引发剂证实了二嵌段结构的形成，特征 CD 的出现表明单向螺旋顺式-顺式嵌段，并在顺式-顺式嵌段中发生选择性光环芳构化反应。因此，首次利用引发剂中的手性烯基作为手性源实现了HSSP 。此外，尽管手性起始位点和传播位点之间的距离很长，但由于HSSP实现了，因此证实了通过基于多米诺效应的刚性和静态单手螺旋cis -cisoidal 块的手性遥感应。
更新日期：2016-11-29
中文翻译：
由动态顺式-反式和静态顺式-顺式嵌段组成的单手螺旋嵌段共聚（取代乙炔）的合成：使用手性活性聚合物作为引发剂的螺旋-有义选择性聚合中的手性远程感应
通过使用活性单手螺旋顺反式聚（手性取代苯乙炔）作为聚合物引发剂（聚（1n ） ），具有两个羟基的非手性苯乙炔2的螺旋有义选择性聚合（HSSP）成功地提供了二嵌段共聚苯乙炔 (copoly( 1 n / 2 m )) 由一个动态单手螺旋顺式-反式嵌段和一个静态单手螺旋顺式-顺式嵌段组成。通过消耗手性引发剂证实了二嵌段结构的形成，特征 CD 的出现表明单向螺旋顺式-顺式嵌段，并在顺式-顺式嵌段中发生选择性光环芳构化反应。因此，首次利用引发剂中的手性烯基作为手性源实现了HSSP 。此外，尽管手性起始位点和传播位点之间的距离很长，但由于HSSP实现了，因此证实了通过基于多米诺效应的刚性和静态单手螺旋cis -cisoidal 块的手性遥感应。
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