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Catalysts
Special Issues
Chalcogens in Catalysis: Synthesis and Biology
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Chalcogens in Catalysis: Synthesis and Biology

A special issue of Catalysts (ISSN 2073-4344). This special issue belongs to the section "Catalytic Materials".

Deadline for manuscript submissions: closed (30 November 2019) | Viewed by 10460

Special Issue Editors

Prof. Dr. Claudio Santi

E-Mail Website
Guest Editor
Group of Catalysis and Organic Grenn Chemistry, Department of Pharmaceutical Sciences, University of Perugia, 06123 Perugia, PG, Italy
Interests: selenium; catalysis; green chemistry; flow chemistry; synthetic methodologies; redox; complexity
Special Issues, Collections and Topics in MDPI journals
Prof. Dr. Eder Joao Lenardao

E-Mail Website
Guest Editor
Center of Chemical, Pharmaceutical and Food Sciences, Federal University of Pelotas, Campus do Capão do Leão – 96010-900, Pelotas-RS, Brazil
Interests: organic synthesis; green chemistry; organoselenium; organochalcogen; ionic liquids; sonochemistry

Special Issue Information

Dear Colleagues,

Chalcogen-based reagents bear a high potential for the improvement of known reactions, not only from an environmental and pharmaceutical point of view, but also as interesting reagents for the development of completely new synthetic transformations and as potential ligands in catalytic reactions. Probably the most interesting aspect, emerged in recent years, involves the possibility to perform some functional group conversions using catalytic amounts of the chalcogen reagents or using chalcogen containing compounds as chiral ligands in metal catalyzed reactions. The developments of all these catalytic processes represent the most important results which have been reported recently in this field and their conceptual and synthetic relevance considerably increases the use of some derivatives as Green Catalysts. Considering that in nature, the main biological function of selenium and sulphur is associated with the incorporation of selenium in the form of selenocysteine (Sec) into certain proteins having redox motifs that use thiols as cofactors, different chalcogen containing compounds can be investigated as bio-inspired catalysts or biomimetic agent exploiting their biological activity through a catalytic mechanism.

This Special Issue focuses on recent advances in the field and original papers, as well as commentary, prospective, and review articles are welcome.

Prof. Dr. Claudio Santi
Prof. Dr. Eder Joao Lenardao
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. Catalysts is an international peer-reviewed open access monthly 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.

 

Published Papers (3 papers)

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Research

11 pages, 813 KiB  
Article
Towards New Catalytic Antioxidants: A Simple and Mild Synthesis of Selenenylsulfides
by Damiano Tanini, Chiara Bonardi, Caterina Viglianisi, Antonella Capperucci and Stefano Menichetti
Catalysts 2019, 9(4), 333; https://doi.org/10.3390/catal9040333 - 04 Apr 2019
Cited by 9 | Viewed by 2749
Abstract
A new methodology for the synthesis of small molecules containing the S-Se bond is reported. Aryl- and alkyl-selenols react smoothly with N-thiophthalimides to afford the corresponding selenenylsulfides through a clean SN2 path occurring at the sulfur atom. The reaction proceeds [...] Read more.
A new methodology for the synthesis of small molecules containing the S-Se bond is reported. Aryl- and alkyl-selenols react smoothly with N-thiophthalimides to afford the corresponding selenenylsulfides through a clean SN2 path occurring at the sulfur atom. The reaction proceeds under very mild conditions in DMF in absence of catalysts for most of the substrates. The scope of the reaction was found to be broad, allowing a wide series of selenols and N-thiophtalimides to be efficiently employed in this procedure. Owing to the instability of the S-Se bond, selenenylsulfides exhibited a remarkable tendency to disproportionate to the corresponding symmetric diselenides and disulfides. Preliminary evaluation of the catalytic antioxidant properties of novel selenenylsulfides showed their behaviour as GPx mimics. Full article
(This article belongs to the Special Issue Chalcogens in Catalysis: Synthesis and Biology)
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11 pages, 2711 KiB  
Article
Rational Design of Chiral Selenium-π-Acid Catalysts
by Felix Krätzschmar, Stefan Ortgies, Robert Y. N. Willing and Alexander Breder
Catalysts 2019, 9(2), 153; https://doi.org/10.3390/catal9020153 - 03 Feb 2019
Cited by 11 | Viewed by 4693
Abstract
A series of unprecedented chiral selenium-π-acid catalysts for the asymmetric, oxidative functionalization of alkenes has been developed. In total, eleven different chiral dihydrodiselenocine and (di-)alkoxyphenyl (di)selenide motifs have been synthesized in a concise, modal, and straightforward fashion. Commercially available, non-racemic alcohols have been [...] Read more.
A series of unprecedented chiral selenium-π-acid catalysts for the asymmetric, oxidative functionalization of alkenes has been developed. In total, eleven different chiral dihydrodiselenocine and (di-)alkoxyphenyl (di)selenide motifs have been synthesized in a concise, modal, and straightforward fashion. Commercially available, non-racemic alcohols have been predominantly used as chiral building blocks for the facile assembly of the selenium-π-acid catalysts. These species have been exemplarily applied to the enantioselective intermolecular imidation and intramolecular acyloxylation of two olefins using N-fluorobenzenesulfonimide (NFSI) and ambient air, respectively, as terminal oxidants. In part, the catalysts provide very good yields of up to 99% and enantiomeric ratios of up to 83.5:16.5 under aerobic conditions. Full article
(This article belongs to the Special Issue Chalcogens in Catalysis: Synthesis and Biology)
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14 pages, 1502 KiB  
Article
The Influence of O/S Exchange on the Biocatalytical Activity of Benzisoselenazol-3(2H)-ones
by Magdalena Obieziurska, Agata J. Pacuła, Ulana Juhas, Jędrzej Antosiewicz and Jacek Ścianowski
Catalysts 2018, 8(11), 493; https://doi.org/10.3390/catal8110493 - 25 Oct 2018
Cited by 7 | Viewed by 2348
Abstract
The crucial feature of organoselenium compounds, when considering them as promising drug candidates in cancer therapy, is their unique ability to alter the cellular redox regulations. Organic Se-molecules continue to demonstrate a positive therapeutic effect both in cancer prevention—as antioxidants, and treatment—as prooxidants. [...] Read more.
The crucial feature of organoselenium compounds, when considering them as promising drug candidates in cancer therapy, is their unique ability to alter the cellular redox regulations. Organic Se-molecules continue to demonstrate a positive therapeutic effect both in cancer prevention—as antioxidants, and treatment—as prooxidants. The growing interest in this field of research highlights the need to search for particular pharmacophore motifs, which could enhance the efficiency and selectivity, and decrease the toxicity of potential anticancer agents. Herein, a series of redox-active organoselenium derivatives—N-functionalized benzisoselenazol-3(2H)-thiones, has been designed and synthetized. A new synthetic pathway, with the application of Lawesson’s reagent, has been developed and efficiently applied. The key steps involving microwave irradiation facilitated performing the reaction in solvent-free conditions, shortening the reaction time and significantly improving the overall yield of the process. Six N-alkyl derivatives have been obtained and tested as antioxidant catalysts and anti-proliferative agents. The N-propyl benzisoselenazol-3(2H)-thione was the best peroxide scavenger and the N-cyclohexyl derivative exhibited the best cytotoxic activity towards prostate cancer cell line DU145. Full article
(This article belongs to the Special Issue Chalcogens in Catalysis: Synthesis and Biology)
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