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Open AccessArticle

[Rh(L-alaninate)(1,5-Cyclooctadiene)] Catalyzed Helix-Sense-Selective Polymerizations of Achiral Phenylacetylenes

College of Materials Science and Engineering, College of Chemistry and Chemical Engineering, Heilongjiang Province Key Laboratory of Polymeric Composition Material, Qiqihar University, Qiqihar 161006, China
Department of Materials Science and Engineering and The Shenzhen Key Laboratory for Printed Organic Electronics, South University of Science and Technology of China, Shenzhen 518055, China
Daqing Petrochemical Research Center, Petrochemical Research Institute, China National Petroleum Corporation, Daqing 163714, China
Graduate School of Science and Technology, Niigata University, Niigata 950-2181, Japan
Authors to whom correspondence should be addressed.
Polymers 2018, 10(11), 1223;
Received: 19 October 2018 / Revised: 29 October 2018 / Accepted: 31 October 2018 / Published: 3 November 2018
(This article belongs to the Special Issue Synthesis and Application of Conjugated Polymers)
The [Rh(L-alaninate)(cod)] (cod = 1,5-Cyclooctadiene) complex was synthesized and characterized. Asymmetric polymerizations of achiral phenylacetylene with two hydroxyl groups and a dodecyl group (DoDHPA) were performed by using the rhodium complex as the catalyst to provide polymers with a higher molecular weight (>105) than the polymers obtained using the [Rh(cod)Cl]2 initiator systems. The resulting polymers showed circular dichroism (CD) signals at approximately 310 and 470 nm, indicating that they have a preferential one-handed helical structure. The helix sense in the polymer main chain was controlled by the sign of the catalyst chirality. These findings suggest that the rhodium complex with a chiral amine is the true active species for the helix-sense-selective polymerization of DoDHPA. The [Rh(L-alaninate)(cod)] complex also exhibits high catalytic activity in the polymerization of phenylacetylene (PA) to give a high yield and molecular weight. All these results demonstrate that this Rh complex is an excellent catalyst for the polymerization of phenylacetylene monomers. View Full-Text
Keywords: helix-sense-selective polymerization; phenylacetylene; chiral rhodium catalyst; L-alaninate helix-sense-selective polymerization; phenylacetylene; chiral rhodium catalyst; L-alaninate
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Wang, Q.; Jia, H.; Shi, Y.; Ma, L.; Yang, G.; Wang, Y.; Xu, S.; Wang, J.; Zang, Y.; Aoki, T. [Rh(L-alaninate)(1,5-Cyclooctadiene)] Catalyzed Helix-Sense-Selective Polymerizations of Achiral Phenylacetylenes. Polymers 2018, 10, 1223.

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