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. // Angewandte Chemie - International Edition. - 2014. - V. 53, l. 9. - P. 2402-2407.

ISSN:

14337851

Type:

Article

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.

Author keywords:

chain growth; conjugated polymers; homogeneous catalysis; palladium; polycondensation

Index keywords:

нет данных

DOI:

10.1002/anie.201310045

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https://www.scopus.com/inward/record.uri?eid=2-s2.0-84894422302&doi=10.1002%2fanie.201310045&partnerID=40&md5=6e43e09f88cd37949afab871ffe23da6

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Link	https://www.scopus.com/inward/record.uri?eid=2-s2.0-84894422302&doi=10.1002%2fanie.201310045&partnerID=40&md5=6e43e09f88cd37949afab871ffe23da6
Affiliations	Leibniz Institute of Polymer Research Dresden, Hohe Straße 6, 01069 Dresden, Germany; NOVALED AG, Tatzberg 49, 01307 Dresden, Germany; TOSLab, Ural Federal University Named after the First President of Russia, B. N. Yeltsin, Mira str., 28, 620002, Yekaterinburg, Russian Federation; Organic Chemistry of Polymers, Technische Universität Dresden, 01062, Dresden, Germany
Author Keywords	chain growth; conjugated polymers; homogeneous catalysis; palladium; polycondensation
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Correspondence Address	Kiriy, A.; Leibniz Institute of Polymer Research Dresden, Hohe Straße 6, 01069 Dresden, Germany; email: kiriy@ipfdd.de
CODEN	ACIEF
Language of Original Document	English
Abbreviated Source Title	Angew. Chem. Int. Ed.
Source	Scopus