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Recent Advances in the Chemistry of Halogens
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Recent Advances in the Chemistry of Halogens

A special issue of Materials (ISSN 1996-1944). This special issue belongs to the section "Materials Chemistry".

Deadline for manuscript submissions: closed (20 April 2024) | Viewed by 4567

Special Issue Editors

Prof. Dr. Grzegorz Mlostoń

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Guest Editor
Department of Organic and Applied Chemistry, Faculty of Chemistry, University of Lodz, Tamka 12, 91-403 Łódź, Poland
Interests: organic synthesis; organic chemistry of sulfur; organic chemistry of fluorine; organic reactions mechanisms; sulfur containing functional materials; homogenous catalysis; drug synthesis and drug delivery
Special Issues, Collections and Topics in MDPI journals
Prof. Dr. Józef Drabowicz

E-Mail Website
Guest Editor
1. Division of Organic Chemistry, Centre of Molecular and Macromolecular Studies, Sienkiewicza 112, 90-363 Łódź, Poland
2. Institute of Chemistry, Jan Dlugosz University in Czestochowa, Armii Krajowej 13/15, 42-200 Czestochowa, Poland
Interests: heterorganic compounds; stereochemistry; synthetic methodology; asymmetric synthesis; supramolecular chemistry; new materials; spectroscopy
Special Issues, Collections and Topics in MDPI journals
Prof. Dr. Piotr Kiełbasiński

E-Mail Website
Guest Editor
Division of Organic Chemistry, Centre of Molecular and Macromolecular Studies, Polish Academy of Sciences, Sienkiewicza 112, 90-363 Łódź, Poland
Interests: organic synthesis; hetero-organic chemistry; biocatalysis; enzyme-catalyzed asymmetric synthesis; stereochemistry; catalysis; synthesis of fluorine-containing biologically active compounds
Special Issues, Collections and Topics in MDPI journals

Special Issue Information

Dear Colleagues,

Halogens constitute an important class of substituents in a variety of organic and inorganic compounds, and often play a crucial role in chemical transformations, and in the formation of halogen bonding, which induces new physicochemical properties. They are essential functional groups in many polymers, materials of special properties, agrochemicals and pharmaceuticals. Hence, an increasing and intense interest in the development of this area of research is observed not only in the published chemistry articles, but also in numerous patents. The importance of halogens will undoubtedly be illustrated by the presentations at the 10th International Meeting on Halogen Chemistry (Halchem-X), which will be held at the University of Łódź, Poland, September 5–8, 2022, and follows the 20 year-old tradition of the symposia, which are dedicated to this area.

This Thematic Issue of Materials, entitled Recent Advances in the Chemistry of Halogens, aims to present the latest works in the research and development in the field of organic and inorganic halogen chemistry. The articles published in this Special Issue will cover various topics, including: halogen-containing substrates in modern organic synthesis, halogenated compounds in polymer and materials chemistry, halogens in medicinally relevant and naturally occurring compounds, halogen-mediated reaction mechanisms, halogen bonding: structural aspects with theoretical calculations, as well as the crystallography and crystal engineering of halogen-containing compounds. We hereby invite and encourage all conference participants and all researchers working with halogen-containing compounds to submit their papers for publication in this Thematic Issue of Materials; original publications, research communications, and review articles are welcome.

You may choose our Joint Special Issue in Molecules.

Prof. Dr. Grzegorz Mlostoń
Prof. Dr. Józef Drabowicz
Prof. Dr. Piotr Kiełbasiński
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. Materials 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 2600 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

  • halogen-containing compounds
  • halogen bonding
  • organic and inorganic synthesis
  • reaction mechanisms
  • quantum-chemical calculations
  • crystallography
  • materials sciences
  • green chemistry

Published Papers (3 papers)

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Research

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19 pages, 3036 KiB  
Article
Trifluoromethylated 4,5-Dihydro-1,2,4-triazin-6(1H)-ones via (3+3)-Annulation of Nitrile Imines with α-Amino Esters
by Anna Kowalczyk, Kamil Świątek, Małgorzata Celeda, Greta Utecht-Jarzyńska, Agata Jaskulska, Katarzyna Gach-Janczak and Marcin Jasiński
Materials 2023, 16(2), 856; https://doi.org/10.3390/ma16020856 - 16 Jan 2023
Cited by 2 | Viewed by 1256
Abstract
The synthesis of two series of monocyclic and bicyclic trifluoromethylated 4,5-dihydro-1,2,4-triazin-6(1H)-one derivatives based on (3+3)-annulation of methyl esters derived from natural α-amino acids with in situ generated trifluoroacetonitrile imines has been described. The devised protocol is characterized by a wide scope, [...] Read more.
The synthesis of two series of monocyclic and bicyclic trifluoromethylated 4,5-dihydro-1,2,4-triazin-6(1H)-one derivatives based on (3+3)-annulation of methyl esters derived from natural α-amino acids with in situ generated trifluoroacetonitrile imines has been described. The devised protocol is characterized by a wide scope, easily accessible substrates, remarkable functional group tolerance, and high chemical yield. In reactions with chiral starting materials, no racemization at the stereogenic centers was observed and the respective enantiomerically pure products were obtained. Selected functional group interconversions carried out under catalytic hydrogenation and mild PTC oxidation conditions were also demonstrated. Full article
(This article belongs to the Special Issue Recent Advances in the Chemistry of Halogens)
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9 pages, 788 KiB  
Article
The First Examples of [3+2] Cycloadditions with the Participation of (E)-3,3,3-Tribromo-1-Nitroprop-1-Ene
by Karolina Zawadzińska, Zuzanna Gadocha, Kamila Pabian, Aneta Wróblewska, Ewelina Wielgus and Radomir Jasiński
Materials 2022, 15(21), 7584; https://doi.org/10.3390/ma15217584 - 28 Oct 2022
Cited by 7 | Viewed by 948
Abstract
The first examples of [3+2] cycloaddition reactions between 3,3,3-tribromo-1-nitroprop-1-ene (TBMN) were explored on the basis of experimental and theoretical approaches. It was found that reactions involving TBMN and diarylnitrones realized with full regio- and stereoselectivity lead to respective 3,4-cis-4,5-trans-4-nitroisoxazolidines. [...] Read more.
The first examples of [3+2] cycloaddition reactions between 3,3,3-tribromo-1-nitroprop-1-ene (TBMN) were explored on the basis of experimental and theoretical approaches. It was found that reactions involving TBMN and diarylnitrones realized with full regio- and stereoselectivity lead to respective 3,4-cis-4,5-trans-4-nitroisoxazolidines. The regioselecticity and the molecular mechanism of title processes was analyzed on the basis of the advanced DFT computational study. Full article
(This article belongs to the Special Issue Recent Advances in the Chemistry of Halogens)
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Review

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28 pages, 11979 KiB  
Review
Synthesis of Fluorinated and Fluoroalkylated Heterocycles Containing at Least One Sulfur Atom via Cycloaddition Reactions
by Grzegorz Mlostoń, Yuriy Shermolovich and Heinz Heimgartner
Materials 2022, 15(20), 7244; https://doi.org/10.3390/ma15207244 - 17 Oct 2022
Cited by 11 | Viewed by 1697
Abstract
Fluorinated heterocycles constitute an important group of organic compounds with a rapidly growing number of applications in such areas as medicinal chemistry, agrochemicals production, polymer chemistry, as well as chemistry of advanced materials. In the latter case, fluorinated thiophenes are considered as a [...] Read more.
Fluorinated heterocycles constitute an important group of organic compounds with a rapidly growing number of applications in such areas as medicinal chemistry, agrochemicals production, polymer chemistry, as well as chemistry of advanced materials. In the latter case, fluorinated thiophenes are considered as a lead class of compounds with numerous spectacular applications. On the other hand, cycloaddition reactions offer a superior methodology for stereo-chemically controlled synthesis of heterocycles with a diverse ring size and a variable number of heteroatoms. A comprehensive review of methods based on cycloaddition reactions and applied for construction of fluorinated and/or fluoroalkylated S-heterocycles has not yet been published. For this reason, the main goal of the presented review was to fill the existing gap and to summarize the results published over last six decades. In this context, the [3+2]- and [4+2]-cycloadditions (Huisgen reactions, and Diels–Alder reactions, respectively) are of special importance. Some questions related to the discussed mechanisms of cycloaddition processes observed in reactions with electron deficient, fluorinated substrates (dipolarophiles and dienophiles), and electron-rich sulfur containing counter partners, are of fundamental importance for the development of interpretations of organic reaction mechanisms. Full article
(This article belongs to the Special Issue Recent Advances in the Chemistry of Halogens)
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