[Rh(L-alaninate)(1,5-cyclooctadiene)] catalyzed helix-sense-selective polymerizations of achiral phenylacetylenes

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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.

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Wang, Q., Jia, H., Shi, Y., Ma, L., Yang, G., Wang, Y., … Aoki, T. (2018). [Rh(L-alaninate)(1,5-cyclooctadiene)] catalyzed helix-sense-selective polymerizations of achiral phenylacetylenes. Polymers, 10(11). https://doi.org/10.3390/polym10111223

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