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Polymers 2018, 10(11), 1223; https://doi.org/10.3390/polym10111223

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

1
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
2
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
3
Daqing Petrochemical Research Center, Petrochemical Research Institute, China National Petroleum Corporation, Daqing 163714, China
4
Graduate School of Science and Technology, Niigata University, Niigata 950-2181, Japan
*
Authors to whom correspondence should be addressed.
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)
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Abstract

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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