journal article·2021-09-01

Transition-Metal-Free Homopolymerization of Pyrrolo[2,3-d:5,4-d′]bisthiazoles via Nucleophilic Aromatic Substitution

Somnath Dey, Salahuddin Attar, Eric F. Manley, Salvador Moncho, Edward N. Brothers, Hassan S. Bazzi, Hugo Bronstein, Tobin J. Marks, Martin Heeney, Bob C. Schroeder, Mohammed Al-Hashimi

ACS Applied Materials & Interfaces· Volume 13· Issue 34
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Abstract

Novel methods to synthesize electron-deficient π-conjugated polymers utilizing transition-metal-free coupling reactions for the use of nonfunctionalized monomers are attractive due to their improved atom economy and environmental prospective. Herein we describe the use of iPrMgCl·LiCl complex to afford thiazole-based conjugated polymers in the absence of any transition metal catalyst, that enables access to well-defined polymers with good molecular weights. The mechanistically distinct polymerizations proceeded via nucleophilic aromatic substitution (SNAr) reaction supported by density functional theory (DFT) calculations. This work demonstrates the first example of fully conjugated thiazole-based aromatic homopolymers without the need of any transition metal catalyst.
Source: europepmc · Quality: candidate unverified · Source record ↗

Research context

OpenAlex topics: Organic Electronics and Photovoltaics · Conducting polymers and applications · Synthesis and Properties of Aromatic Compounds

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

Department of Chemistry, Texas A&M University at Qatar, P.O. Box 23874, Doha, Qatar

Department of Chemistry, Materials Research Center, and Argonne-Northwestern Solar Energy Research Center, Northwestern University, 2145 Sheridan Road, Evanston, Illinois 60208, United States

Department of Chemistry, University of Cambridge, Cambridge CB2 1EW, U.K.

Department of Chemistry and Centre for Processable Electronics, Imperial College London, Exhibition Rd, London, SW7 2AZ, U.K.

Department of Chemistry, University College London, 20 Gordon Street, London, WC1H 0AJ, U.K.

Funding

UK Research and Innovation · Qatar National Research Fund

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