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Recent Advances in Organochalcogen and Heterocyclic Chemistry

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

Deadline for manuscript submissions: closed (30 April 2022) | Viewed by 6892

Special Issue Editors


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Guest Editor
AE Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk, Russia
Interests: functionalized organochalcogen compounds; unsaturated organochalcogen compounds; selenium; tellurium; sulfur; heterocyclic compounds; functionalization
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Guest Editor
AE Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, 664033 Irkutsk, Russia
Interests: selenium dihalides; vinyl selenides; heterocycles; tellurium tetrahalides; electrophilic reactions; functionalization

Special Issue Information

Dear Colleagues,

The chemistry of organochalcogen compounds as well as heterocyclic chemistry have been attracting the attention of researchers for more than fifty years. Many scientific achievements, cutting-edge investigations, and discoveries in this area have made important contributions to organic chemistry and other fields of research, including the development of novel drugs and new materials. This Special Issue will focus on the recent advances, developments, and modern trends in synthetic approaches and investigations of organochalcogen and heterocyclic compounds. Contributions to this Issue may cover all aspects of synthesis, design, functionalization, application and theoretical studies of organochalcogen compounds, as well as certain aspects of heterocyclic chemistry. Special attention will be paid to recent advances in the design and functionalization of organochalcogen and heterocyclic compounds and the development of efficient approaches to obtain unsaturated chalcogenides and chalcogen-containing heterocycles. Full articles, communications, reviews, and perspectives on the abovementioned topics are welcome.

Dr. Alexander V. Martynov
Dr. Maxim V. Musalov
Guest Editors

Manuscript Submission Information

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Keywords

  • functionalized organochalcogen compounds
  • unsaturated organochalcogen compounds
  • selenium
  • tellurium
  • sulfur
  • heterocyclic compounds
  • functionalization
  • theoretical studies

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Published Papers (3 papers)

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Research

10 pages, 2629 KiB  
Article
Studies on the Selective Syntheses of Sodium Ditelluride and Dialkyl Ditellurides
by Chorong Kim, Yoo Jin Lim, Ye Eun Kim, Hyunsung Cho and Sang Hyup Lee
Molecules 2022, 27(24), 8991; https://doi.org/10.3390/molecules27248991 - 16 Dec 2022
Viewed by 1780
Abstract
Studies on the selective synthetic method for dialkyl ditellurides 1, a representative class of organyl tellurium compounds, were presented. Considering the difficulty in conducting previous harsh reactions and in suppressing the formation of dialkyl tellurides 2 as side products, we optimized reaction [...] Read more.
Studies on the selective synthetic method for dialkyl ditellurides 1, a representative class of organyl tellurium compounds, were presented. Considering the difficulty in conducting previous harsh reactions and in suppressing the formation of dialkyl tellurides 2 as side products, we optimized reaction conditions for selective syntheses of sodium ditelluride and the corresponding dialkyl ditellurides 1. We reduced tellurium to sodium ditelluride by using NaBH4 and subsequently, treated the obtained sodium ditelluride with alkyl halides (RX) to give the target compounds 1. Consequently, by applying various alkyl halides (RX) we achieved the selective syntheses of dialkyl ditellurides 1 (13 examples with 4 new compounds) in modest to good yields. We also suggested the mechanistic pathways to dialkyl ditellurides 1. Full article
(This article belongs to the Special Issue Recent Advances in Organochalcogen and Heterocyclic Chemistry)
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9 pages, 2723 KiB  
Article
Stable Carbenes as Structural Components of Partially Saturated Sulfur-Containing Heterocycles
by Alexander B. Rozhenko, Yuliia S. Horbenko, Andrii A. Kyrylchuk, Evgenij V. Zarudnitskii, Sergiy S. Mykhaylychenko, Yuriy G. Shermolovich and Andriy V. Grafov
Molecules 2022, 27(5), 1458; https://doi.org/10.3390/molecules27051458 - 22 Feb 2022
Cited by 1 | Viewed by 2048
Abstract
Recently, an unusual elongation of the C-S bond was observed experimentally for some sulfur-containing heterocycles. Using a superior ab initio (SCS-MP2/cc-pVTZ) level of theory, we showed that the phenomenon can be explained by a contribution of a donor–acceptor adduct of a carbene with [...] Read more.
Recently, an unusual elongation of the C-S bond was observed experimentally for some sulfur-containing heterocycles. Using a superior ab initio (SCS-MP2/cc-pVTZ) level of theory, we showed that the phenomenon can be explained by a contribution of a donor–acceptor adduct of a carbene with an unsaturated ligand. One may achieve further elongation of the C-S bond, eventually turning it to a coordinate one, by increasing the stability of each part of the system as, e.g., in the utmost case of spiro adducts with Arduengo carbenes. The effect of carbene stability was quantified by employing the isodesmic reactions of carbene exchange. Full article
(This article belongs to the Special Issue Recent Advances in Organochalcogen and Heterocyclic Chemistry)
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10 pages, 1856 KiB  
Article
Clarification on the Reactivity of Diaryl Diselenides toward Hexacyclohexyldilead under Light
by Vu Thai Hung, Cong Chi Tran, Yuki Yamamoto, Shintaro Kodama, Akihiro Nomoto and Akiya Ogawa
Molecules 2021, 26(20), 6265; https://doi.org/10.3390/molecules26206265 - 16 Oct 2021
Cited by 4 | Viewed by 2204
Abstract
In this study, the reactivity of organochalcogen compounds toward a representative alkyl-lead bond compound under light was investigated in detail. Under light irradiation, the Cy-Pb bond of Cy6Pb2 (Cy = cyclohexyl) undergoes homolytic cleavage to generate a cyclohexyl radical (Cy•). [...] Read more.
In this study, the reactivity of organochalcogen compounds toward a representative alkyl-lead bond compound under light was investigated in detail. Under light irradiation, the Cy-Pb bond of Cy6Pb2 (Cy = cyclohexyl) undergoes homolytic cleavage to generate a cyclohexyl radical (Cy•). This radical can be successfully captured by diphenyl diselenide, which exhibits excellent carbon-radical-capturing ability. In the case of (PhS)2 and (PhTe)2, the yields of the corresponding cyclohexyl sulfides and tellurides were lower than that of (PhSe)2. This probably occurred due to the low carbon-radical-capturing ability of (PhS)2 and the high photosensitivity of the cyclohexyl-tellurium bond. Full article
(This article belongs to the Special Issue Recent Advances in Organochalcogen and Heterocyclic Chemistry)
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