Please use this identifier to cite or link to this item: https://hdl.handle.net/11499/36908
Title: Synthesis and electrochemical characterization of a new benzodioxocine-fused poly(: N -methylpyrrole) derivative: A joint experimental and DFT study
Authors: Kurtay, G.
Soganci, T.
Sarikavak, K.
Ak, Metin
Güllü, M.
Keywords: Aromatic compounds
Carboxylation
Electronic properties
Electropolymerization
Monomers
Organic polymers
Scaffolds
Synthesis (chemical)
Cyclization reactions
Decarboxylation reactions
Electrochemical characterizations
Electronic and structural properties
Electropolymerizable monomers
In-situ polymerization
Optoelectronic properties
Theoretical research
Cyclization
Publisher: Royal Society of Chemistry
Abstract: In this study, our findings from experimental studies were presented on the synthesis of a new electropolymerizable monomer, 2-methyl-5,10-dihydro-2H-benzo[6,7][1,4]dioxocino[2,3-c]pyrrole (XyPMe), regarding the cyclization reaction of diethyl N-methyl-3,4-dihydroxypyrrole-2,5-dicarboxylate and 1,2-bis(bromomethyl)benzene with concomitant hydrolysis and decarboxylation reactions. The critical step in this synthetic pathway was to determine the optimal temperature of decarboxylation utilizing TGA analysis, which decreases in situ polymerization side-product formation significantly. Following the preparation of the target monomer, the electropolymerization reaction was then conducted, and the optoelectronic properties were investigated in detail. In order to better illuminate the effects of N-alkylation and the heterocyclic ring system on the polymer backbones, we have included and theoretically studied the electronic properties of two monomers already synthesized in our laboratory, possessing the butyl group on the pyrrole ring (XyPBu) and the thiophene scaffold on its structure (XyT), and their corresponding oligomers (n = 2 to 11, n indicates the consecutive unit number). This combined experimental and theoretical research provides a pathway for advanced conjugated systems with predictable electronic and structural properties to be established. © 2020 The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.
URI: https://hdl.handle.net/11499/36908
https://doi.org/10.1039/d0nj03992f
ISSN: 1144-0546
Appears in Collections:Fen-Edebiyat Fakültesi Koleksiyonu
Scopus İndeksli Yayınlar Koleksiyonu / Scopus Indexed Publications Collection
WoS İndeksli Yayınlar Koleksiyonu / WoS Indexed Publications Collection

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