Transition-Metal-Free Homopolymerization of Pyrrolo[2,3-d:5,4-d']bisthiazoles via Nucleophilic Aromatic Substitution.
Somnath DeySalahuddin Sayedshabbir AttarEric F ManleySalvador MonchoEdward N BrothersHassan S BazziHugo BronsteinTobin J MarksMartin HeeneyBob C SchroederMohammed Al-HashimiPublished in: ACS applied materials & interfaces (2021)
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.
Keyphrases
- transition metal
- density functional theory
- molecular dynamics
- room temperature
- photodynamic therapy
- amino acid
- ionic liquid
- electron transfer
- highly efficient
- reduced graphene oxide
- metal organic framework
- carbon dioxide
- gold nanoparticles
- risk assessment
- molecular dynamics simulations
- climate change
- human health
- solar cells