Synthesis of ferrocene‐based esters by alkylation of carboxylate ions and investigation of their electrochemical and optical behaviors

The synthesis of new ferrocene‐based esters has been studied with the alkylation of a variety of carboxylic acids with potassium carbonate as a base. The effect of various ferrocenyl‐based alkyl halides has been examined and proclaimed that 4‐iodobutylferrocene is the most useful initial reagent for...

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Bibliographic Details
Published in:Applied organometallic chemistry 2022-03, Vol.36 (3), p.n/a
Main Authors: Jamali, Hajar, Teimuri‐Mofrad, Reza
Format: Article
Language:English
Subjects:
Acetonitrile
Alkylation
carboxylic acid
Carboxylic acids
Chemistry
cyclic voltammetry
Dimethyl sulfoxide
Electrochemical analysis
Esters
ferrocene‐based esters
Friedel–Crafts acylation
Halides
nucleophilic substitution
Potassium carbonate
Reagents
Room temperature
Spectrophotometry
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Summary:The synthesis of new ferrocene‐based esters has been studied with the alkylation of a variety of carboxylic acids with potassium carbonate as a base. The effect of various ferrocenyl‐based alkyl halides has been examined and proclaimed that 4‐iodobutylferrocene is the most useful initial reagent for synthesizing novel ferrocene‐based esters. Dimethyl sulfoxide (DMSO) has been used as the solvent at room temperature without catalysts with acceptable reaction yields in the optimized procedure. Cyclic voltammetry (CV) has been performed as the first method to exhibit the potential application of the synthesized esters in electrochemical approaches. The CV results confirm the satisfying reversible electrochemical behavior of 4‐ferrocenylbutyl phenylacetate (7h). Additionally, the optical behavior of the synthesized solvatochromic esters has been investigated in acetonitrile utilizing spectrophotometric measurements. The optical studies manifest potential for optical uses, such as photosensor applications. The novel ferrocenyl‐based esters were synthesized. The synthesized materials were characterized with required analyses. Optoelectronic behaviors of the synthesized compounds were investigated by CV and UV–VIS spectroscopy.
ISSN:0268-2605
1099-0739
DOI:10.1002/aoc.6545