AB- Versus AA+BB-Suzuki Polycondensation: A Palladium/Tris(tert-butyl)phosphine Catalyst Can Outperform Conventional Catalysts

Zhang K, Tkachov R, Ditte K, Kiriy N, Kiriy A, Vot B (2020)

Publication Type: Journal article

Publication year: 2020

Journal

Macromolecular Rapid Communications Wiley-VCH Verlag

Book Volume: 41

Article Number: 1900521

Journal Issue: 1

DOI: 10.1002/marc.201900521

Abstract

A Pd/Pt-Bu3 catalyst having bulky, electron-rich ligands significantly outperforms conventional “step-growth catalysts” Pd(PPh3)4 and Pd(Po-Tol3)3 in the Suzuki polycondensation of the AB-type arylene-based monomers, such as some of the substituted fluorenes, carbazoles, and phenylenes. In the AA+BB polycondensation, Pd/Pt-Bu3 also performs better under homogeneous reaction conditions, in combination with the organic base Et4NOH. The superior performance of Pd/Pt-Bu3 is discussed in terms of its higher reactivity in the oxidative addition step and inherent advantages of the intramolecular catalyst transfer, which is a key step joining catalytic cycles of the AB-polycondensation. These findings are applied to the synthesis of a carbazole-based copolymer designed for the use as a hole conductor in solution-processed organic light-emitting diodes.

Involved external institutions

Leibniz-Institut für Polymerforschung Dresden e. V. DE Germany (DE) Fraunhofer-Institut für Werkstoff- und Strahltechnik (IWS) / Fraunhofer Institute for Material and Beam Technology DE Germany (DE)

How to cite

APA:

Zhang, K., Tkachov, R., Ditte, K., Kiriy, N., Kiriy, A., & Vot, B. (2020). AB- Versus AA+BB-Suzuki Polycondensation: A Palladium/Tris(tert-butyl)phosphine Catalyst Can Outperform Conventional Catalysts. Macromolecular Rapid Communications, 41(1). https://dx.doi.org/10.1002/marc.201900521

MLA:

Zhang, Kenan, et al. "AB- Versus AA+BB-Suzuki Polycondensation: A Palladium/Tris(tert-butyl)phosphine Catalyst Can Outperform Conventional Catalysts." Macromolecular Rapid Communications 41.1 (2020).

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