Palladium-Catalyzed Chain-Growth Polycondensation of AB-type Monomers: High Catalyst Turnover and Polymerization Rates / Tkachov Roman,Senkovskyy Volodymyr,Beryozkina Tetyana,Boyko Kseniya,Bakulev Vasiliy,Lederer Albena,Sahre Karin,Voit Brigitte,Kiriy Anton // ANGEWANDTE CHEMIE-INTERNATIONAL EDITION. - 2014. - V. 53, l. 9. - P. 2402-2407.

ISSN/EISSN:

1433-7851 / 1521-3773

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 pi-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.

Author keywords:

chain growth; conjugated polymers; homogeneous catalysis; palladium; polycondensation PREFERENTIAL OXIDATIVE ADDITION; CROSS-COUPLING REACTIONS; SUZUKI POLYCONDENSATION; CONJUGATED POLYMERS; MOLECULAR DESIGN; UNIVERSAL METHOD; ARYL; POLYFLUORENE; COPOLYMERS; LIGANDS

DOI:

10.1002/anie.201310045

Web of Science ID:

ISI:000336834000010

Соавторы в МНС:

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Другие поля

Поле	Значение
Month	FEB 24
Publisher	WILEY-V C H VERLAG GMBH
Address	BOSCHSTRASSE 12, D-69469 WEINHEIM, GERMANY
Language	English
EISSN	1521-3773
Keywords-Plus	PREFERENTIAL OXIDATIVE ADDITION; CROSS-COUPLING REACTIONS; SUZUKI POLYCONDENSATION; CONJUGATED POLYMERS; MOLECULAR DESIGN; UNIVERSAL METHOD; ARYL; POLYFLUORENE; COPOLYMERS; LIGANDS
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Multidisciplinary
Author-Email	kiriy@ipfdd.de
ResearcherID-Numbers	Voit, Brigitte/D-4755-2009 Umlauf, Ursula/D-3356-2014 Lederer, Albena/A-6426-2011
ORCID-Numbers	Voit, Brigitte/0000-0002-4531-691X
Funding-Acknowledgement	German Excellence Initiative via the Cluster of Excellence {[}EXC 1056]; DFG {[}SPP 1355, KI-1094/4]
Funding-Text	We gratefully acknowledge support from the German Excellence Initiative via the Cluster of Excellence EXC 1056 ``Center for Advancing Electronics Dresden{''} (cfAED), and DFG (SPP 1355 ``Elementary Processes of Organic Photovoltaics{''
Number-of-Cited-References	40
Usage-Count-Last-180-days	7
Usage-Count-Since-2013	78
Journal-ISO	Angew. Chem.-Int. Edit.
Doc-Delivery-Number	AI4KL