Rational Monomer Design for the Synthesis of Conjugated Polymers by Direct Heteroarylation Polymerization.

ABSTRACT: This study focuses on the design concepts that contribute to the C-H activation in bithiophene-flanked monomers incorporating naphthalene diimide (NDI), perylene diimide (PDI), and fluorene (FLU) and their polymerization by direct heteroarylation. Density functional theory (DFT) calculations reveal distinct energy requirements for C-H bond abstraction, which is dictated by the electron-withdrawing strength of the central aromatic core flanked by bithiophene. These provide insights into the reactivity of each monomer for C-H bond activation. Proton NMR spectroscopic experimental results confirm the favorable energetic profiles predicted by DFT, with NDI- and PDI-flanked monomers exhibiting lower energy requirements than fluorene-flanked monomers. Successful polymer synthesis is demonstrated

SUBMITTER: Kakde NR 

PROVIDER: S-EPMC11469724 | biostudies-literature | 2024 Oct

REPOSITORIES: biostudies-literature