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Molecules
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Chemistry and Applications of Compounds Containing Quinoline or Isoquinoline Structure
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Chemistry and Applications of Compounds Containing Quinoline or Isoquinoline Structure

A special issue of Molecules (ISSN 1420-3049). This special issue belongs to the section "Organic Chemistry".

Deadline for manuscript submissions: 30 September 2025 | Viewed by 500

Special Issue Editors

Dr. Stanislav Kafka

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Guest Editor
Associate Professor, Department of Chemistry, Faculty of Technology, Tomas Bata University in Zlin, 760 01 Zlin, Czech Republic
Interests: organic chemistry; nitrogen-containing heterocycles; reactivity; synthesis
Special Issues, Collections and Topics in MDPI journals
Prof. Dr. José Carlos Menéndez

E-Mail Website
Guest Editor
The Organic and Medicinal Chemistry Section, Department of Chemistry in Pharmaceutical Sciences, School of Pharmacy, Universidad Complutense of Madrid, 28040 Madrid, Spain
Interests: drug discovery; mechanochemical synthesis; multicomponent reactions; heterocycles
Special Issues, Collections and Topics in MDPI journals

Special Issue Information

Dear Colleagues,

Quinoline and isoquinoline structural motifs are found in the molecular structures of countless natural and synthetic compounds, and more and more new ones are still prepared synthetically or isolated from natural materials. Moreover, the properties of these compounds and their combinations with other substances are the subject of many studies. The reason is their versatile use and that they are interesting from different points of view. Not infrequently, their research also brings surprising results. These facts call for the systematic creation of collections of papers that deal with them, thereby facilitating researchers to acquire or maintain an overview of them.

This Special Issue is focused on original research papers and reviews in the above-mentioned class of compounds, which deal with the syntheses of new compounds, novel synthetic approaches, isolations from natural materials, structure elucidations, new findings on chemical reactivity or possible synthetic utilization, as well as biological or physical properties and applications.

Dr. Stanislav Kafka
Prof. Dr. José Carlos Menéndez
Guest Editors

Manuscript Submission Information

Manuscripts should be submitted online at www.mdpi.com by registering and logging in to this website. Once you are registered, click here to go to the submission form. Manuscripts can be submitted until the deadline. All submissions that pass pre-check are peer-reviewed. Accepted papers will be published continuously in the journal (as soon as accepted) and will be listed together on the special issue website. Research articles, review articles as well as short communications are invited. For planned papers, a title and short abstract (about 100 words) can be sent to the Editorial Office for announcement on this website.

Submitted manuscripts should not have been published previously, nor be under consideration for publication elsewhere (except conference proceedings papers). All manuscripts are thoroughly refereed through a single-blind peer-review process. A guide for authors and other relevant information for submission of manuscripts is available on the Instructions for Authors page. Molecules is an international peer-reviewed open access semimonthly journal published by MDPI.

Please visit the Instructions for Authors page before submitting a manuscript. The Article Processing Charge (APC) for publication in this open access journal is 2700 CHF (Swiss Francs). Submitted papers should be well formatted and use good English. Authors may use MDPI's English editing service prior to publication or during author revisions.

Keywords

  • quinoline
  • isoquinoline
  • synthesis
  • molecular structure
  • alkaloids
  • fluorescence
  • green chemistry
  • crystal structure
  • structure–activity relationship
  • antitumor agents

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Published Papers (1 paper)

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Research

28 pages, 4548 KiB  
Article
New Tools in Heavy Metal Detection: Synthesis, Spectroscopic, and Quantum Chemical Characterization of Selected Water-Soluble Styryl Derivatives of Quinoline and 1,10-Phenanthroline
by Jacek E. Nycz, Jolanta Kolińska, Nataliya Karaush-Karmazin, Tieqiao Chen, Maria Książek and Joachim Kusz
Molecules 2025, 30(12), 2659; https://doi.org/10.3390/molecules30122659 - 19 Jun 2025
Viewed by 328
Abstract
A series of water-soluble molecules based on 8-isopropyl-2-methyl-5-nitroquinoline and 1,10-phenanthroline core were designed by introducing a π-conjugated bridge, vinyl unit –CH=CH–. We present the selective conversion of methyl groups located on the C2 and C9 positions in the constitution of selected quinoline or [...] Read more.
A series of water-soluble molecules based on 8-isopropyl-2-methyl-5-nitroquinoline and 1,10-phenanthroline core were designed by introducing a π-conjugated bridge, vinyl unit –CH=CH–. We present the selective conversion of methyl groups located on the C2 and C9 positions in the constitution of selected quinoline or 1,10-phenanthroline derivatives, respectively, into vinyl (or styryl) products by applying Perkin condensation. The two groups of ligands differ in the presence of one or two arms. The structure of the molecule ((1E,1′E)-(1,10-phenanthroline-2,9-diyl)bis(ethene-2,1-diyl))bis(benzene-4,1,3-triyl) tetraacetate was determined by single-crystal X-ray diffraction measurements. The X-ray, NMR, and DFT computational studies indicate the influence of rotation (rotamers) on the physical properties of studied styryl molecules. The results show that the styryl molecules with the vinyl unit –CH=CH– exhibit significant static and dynamic hyperpolarizabilities. Quantum chemical calculations using density functional theory and B3LYP/6-311++G(d,p) with Grimme’s dispersion correction approach predict the existence and relative stability of different spatial cis(Z)- and trans(E)-conformers of styryl derivatives of quinoline and 1,10-phenanthroline, which exhibit different electronic distribution and conjugation within the molecular skeleton, dipole moments, and steric interactions, leading to variations in their photophysical behavior and various applications. Our studies indicate that the rotation and isomerization of aryl groups can significantly influence the electronic and optical properties of π-conjugated systems, such as vinyl units (–CH=CH–). The rotation of aryl groups around the single bond that connects them to the vinyl unit can lead to changes in the effective π-conjugation between the aryl group and the rest of the π-conjugated system. The rotation and isomerization of aryl groups in π-conjugated systems significantly impact their electronic and optical properties. These changes can modify the efficiency of π-conjugation, affecting charge transfer processes, absorption properties, light emission, and electrical conductivity. In designing optoelectronic materials, such as organic dyes, organic semiconductors, or electrochromic materials, controlling the rotation and isomerization of aryl groups can be crucial for optimizing their functionality. Full article
(This article belongs to the Special Issue Chemistry and Applications of Compounds Containing Quinoline or Isoquinoline Structure)
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