Special Issue "Aromatic Heterocycles: A Wonderful Pool of Organic Materials"

A special issue of Organics (ISSN 2673-401X).

Deadline for manuscript submissions: 30 April 2023 | Viewed by 1564

Special Issue Editor

Prof. Dr. Filip Bureš
E-Mail Website
Guest Editor
Faculty of Chemical Technology, Institute of Organic Chemistry and Technology, University of Pardubice, Studentská 573, 53210 Pardubice, Czech Republic
Interests: organic π-conjugated molecules; organic electronics; nonlinear optics; batteries; catalysis; atomic layer deposition

Special Issue Information

Dear Colleagues,

Aromatic compounds comprise a unique and historically well-explored class of organic molecules especially due to their p-conjugated system of electrons and resulting peculiar properties, such as planar arrangement, reactivity, conductivity, color, odor, etc. These properties are even more pronounced by embedding a heteroatom within the aromatic scaffold. The heteroatom may act either as an electron releasing or withdrawing moiety, which allows property fine-tuning along with its chelating and acid/base character. Aromatic heterocycles constitute highly tunable and functionalized organic materials that are very attractive for chemists, physicists, engineers, and materials scientists and represent a burgeoning and long-lasting area of research. They have significantly infiltrated modern organic devices across organic electronics, batteries, switches, sensors, catalysts, drugs, and many others. Hence, this Special Issue covers the synthesis, functionalization, fundamental physicochemical properties, and mostly miscellaneous applications of aromatic heterocyclic compounds.

Prof. Dr. Filip Bureš
Guest Editor

Manuscript Submission Information

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Keywords

  • aromatic
  • heterocycle
  • organic material
  • structure–property relationships

Published Papers (2 papers)

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Research

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Communication
Efficient Synthesis of a 2-Decyl-tetradecyl Substituted 7-Bromophenothiazine-3-carbaldehyde Building Block for Functional Dyes
Organics 2022, 3(4), 502-506; https://doi.org/10.3390/org3040033 - 07 Dec 2022
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Abstract
(1) Polyfunctional molecules are versatile building blocks for efficient syntheses of novel phenothiazine-based materials with promising electronic properties. A prerequisite is a facile, high yielding access to these building blocks that bear solubilizing moieties and functional groups for orthogonal transformation. (2) Here, an [...] Read more.
(1) Polyfunctional molecules are versatile building blocks for efficient syntheses of novel phenothiazine-based materials with promising electronic properties. A prerequisite is a facile, high yielding access to these building blocks that bear solubilizing moieties and functional groups for orthogonal transformation. (2) Here, an efficient, improved two-step protocol for accessing a solubilizing 2-decyl-tetradecyl functionalized phenothiazine, i.e., an N-alkylated 7-bromophenothiazine-3-carbaldehyde, by Vilsmeier–Haack formylation and NBS (N-bromo succinimide) bromination is reported. (3) The sequence proceeds with higher yields and in shorter reaction times than the standard access employing bromination with elementary bromine. In addition, the work-up procedure essentially uses absorptive filtration on a plug of silica with the eluent. Full article
(This article belongs to the Special Issue Aromatic Heterocycles: A Wonderful Pool of Organic Materials)
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Review

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Review
Thienothiophene Scaffolds as Building Blocks for (Opto)Electronics
Organics 2022, 3(4), 446-469; https://doi.org/10.3390/org3040029 - 03 Nov 2022
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Abstract
Thieno[3,2-b]thiophene and isomeric thieno[2,3-b]thiophene represent fused, bicyclic and electron rich heterocycles. These small planar organic compounds belong to the remarkable family of annulated building blocks for various organic materials. The first part of this review focuses on the synthesis [...] Read more.
Thieno[3,2-b]thiophene and isomeric thieno[2,3-b]thiophene represent fused, bicyclic and electron rich heterocycles. These small planar organic compounds belong to the remarkable family of annulated building blocks for various organic materials. The first part of this review focuses on the synthesis of the primary unsubstituted thienothiophene scaffolds. All synthetic pathways available in the literature, dating from the 19th century, are summarized. The second part is devoted to the applications of the thienothiophene-derived materials across (opto)electronics. Organic light emitting diodes, organic solar cells, organic field-effect transistors and nonlinear optics were identified as the most successful application areas of both thienothiophenes. The fundamental structure-property relationships were evaluated for each particular group of derivatives. Full article
(This article belongs to the Special Issue Aromatic Heterocycles: A Wonderful Pool of Organic Materials)
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