Palladium-catalyzed chain-growth polycondensation of AB-type monomers: High catalyst turnover and polymerization rates

Tkachov R, Senkovskyy V, Beryozkina T, Boyko K, Bakulev V, Lederer A, Sahre K, Voit B, Kiriy A (2014)

Publication Type: Journal article

Publication year: 2014

Journal

Angewandte Chemie International Edition Wiley

Book Volume: 53

Pages Range: 2402-2407

Journal Issue: 9

DOI: 10.1002/anie.201310045

Abstract

Chain-growth catalyst-transfer polycondensations of AB-type monomers is a new and rapidly developing tool for the preparation of well-defined π-conjugated (semiconducting) polymers for various optoelectronic applications. Herein, we report the Pd/PtBu3-catalyzed Negishi chain-growth polycondensation of AB-type monomers, which proceeds with unprecedented TONs of above 100 000 and TOFs of up to 280 s-1. In contrast, related AA/BB-type step-growth polycondensation proceeds with two orders of magnitude lower TONs and TOFs. A similar trend was observed in Suzuki-type polycondensation. The key impact of the intramolecular (vs. intermolecular) catalyst-transfer process on both polymerization kinetics and catalyst lifetime has been revealed. Kicking it into high gear: Pd/PtBu 3-catalyzed Negishi chain-growth polycondensation of AB-type monomers into semiconducting polymers proceeds with unprecedented TONs as high as 100 000 and turnover frequencies of up to 280 s-1. In contrast, related AA/BB-type step-growth polycondensation proceeds with two orders of magnitude lower TONs and TOFs. Similar trends were observed in Suzuki polycondensation. Copyright © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Involved external institutions

Leibniz-Institut für Polymerforschung Dresden e. V. DE Germany (DE) Novaled GmbH Dresden DE Germany (DE) Ural Federal University B.N. Yeltsin RU Russian Federation (RU)

How to cite

APA:

Tkachov, R., Senkovskyy, V., Beryozkina, T., Boyko, K., Bakulev, V., Lederer, A.,... Kiriy, A. (2014). Palladium-catalyzed chain-growth polycondensation of AB-type monomers: High catalyst turnover and polymerization rates. Angewandte Chemie International Edition, 53(9), 2402-2407. https://dx.doi.org/10.1002/anie.201310045

MLA:

Tkachov, Roman, et al. "Palladium-catalyzed chain-growth polycondensation of AB-type monomers: High catalyst turnover and polymerization rates." Angewandte Chemie International Edition 53.9 (2014): 2402-2407.

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