Synthesis of One-Handed Helical Block Copoly(substituted acetylene)s Consisting of Dynamic and Static Block: Chiral Teleinduction in Helix-Sense-Selective Polymerization Using a Chiral Living Polymer as an Initiator.

ACS Macro Lett

Polymer Materials Research Center, Key Laboratory of Superlight Materials and Surface Technology, Ministry of Education, College of Materials Science and Chemical Engineering, Harbin Engineering University, Harbin, 150001, China.

Published: December 2016

By using a living one-handed helical poly(chiral substituted phenylacetylene) as a polymer initiator (poly()), helix-sense-selective polymerization () of an achiral phenylacetylene having two hydroxy groups successfully afforded a diblock copoly(phenylacetylene) (copoly(/)) consisting of a dynamic one-handed helical block and a static one-handed helical block. The formation of the diblock structure was confirmed by consumption of the chiral initiator, appearance of characteristic CD indicating the one-handed helical block, and occurrence of the selective photocylic aromatization reaction in the block. Therefore, has been achieved by using the chiral alkenyl groups in the initiator as a chiral source for the first time. In addition, since the 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 -cisoidal block based on domino effects was confirmed.

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http://dx.doi.org/10.1021/acsmacrolett.6b00809DOI Listing

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