Special Issue "Advances in Organocatalysts: Synthesis and Applications"

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

Deadline for manuscript submissions: 15 November 2021.

Special Issue Editors

Dr. Erika Bálint
Website
Guest Editor
Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, Budapest, Hungary
Interests: phosphorus chemistry, phosphine ligands, catalysis, multicomponent reactions, green chemistry, microwave-assisted synthesis
Special Issues and Collections in MDPI journals
Dr. József Kupai
Website
Guest Editor
Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, Budapest, Hungary
Interests: organocatalysis; cinchona catalysts; hydrogen–bond donors; recycling; organic solvent nanofiltration; immobilization

Special Issue Information

Dear Colleagues,

Organocatalysis represents one of the most exciting and rapidly developing research fields in organic chemistry, becoming the third pillar after transition metal catalysis and biocatalysis. Using nonmetal catalysts in organic syntheses presents a lot of advantages, such as less toxicity and pollution, ease of handling, less sensitivity to air and moisture, lower cost, thus making this option more economical and less harmful to the environment than applying traditional organometallic catalysts. In this regard, low-cost and environmentally benign organocatalysis may be an effective tool for the synthesis of complex organic molecules. Moreover, using chiral organocatalysts can make asymmetric syntheses possible.
In addition, electrochemical and photochemical reactions applying organic molecules as mediators and catalysts can offer mild, alternative methodological strategies towards green chemistry.
This Special Issue aims to cover recent research and advances in the field of metal-free catalysts, photoredox- and electrocatalysis. Novel mechanistic and investigatory studies on catalysis, design and synthesis of organocatalysts, their applications in the preparation of products important in the pharmaceutical or material sciences, as well as recycling are welcomed in this issue as full papers, communications, and mini-reviews.

Dr. Erika Bálint
Dr. József Kupai
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 papers will be 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 2000 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

  • Organocatalysis
  • Nonmetal catalysis
  • Photocatalysis
  • Electrocatalysis
  • Recycling
  • Asymmetric synthesis
  • Enantioselectivity
  • Multicomponent reactions
  • Green chemistry
  • Hydrogen–bond donors
  • Bifunctional catalysis
  • Catalyst immobilization

Published Papers (3 papers)

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Research

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Open AccessArticle
Novel Selenoureas Based on Cinchona Alkaloid Skeleton: Synthesis and Catalytic Investigations
Materials 2021, 14(3), 600; https://doi.org/10.3390/ma14030600 - 28 Jan 2021
Viewed by 309
Abstract
An efficient approach to the synthesis of chiral selenoureas consisting of Cinchona alkaloid scaffolds was described. The new selenoureas were assessed as bifunctional organocatalysts in the asymmetric Michael addition reactions under mild conditions. The best results were obtained for selenoureas bearing the 4-fluorophenyl [...] Read more.
An efficient approach to the synthesis of chiral selenoureas consisting of Cinchona alkaloid scaffolds was described. The new selenoureas were assessed as bifunctional organocatalysts in the asymmetric Michael addition reactions under mild conditions. The best results were obtained for selenoureas bearing the 4-fluorophenyl group. These catalysts promoted the reactions with enantioselectivities of up to 96% ee. Additionally, the catalytic performance of the thiourea and selenourea counterpart was compared. Full article
(This article belongs to the Special Issue Advances in Organocatalysts: Synthesis and Applications)
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Open AccessArticle
Comparison of Cinchona Catalysts Containing Ethyl or Vinyl or Ethynyl Group at Their Quinuclidine Ring
Materials 2019, 12(18), 3034; https://doi.org/10.3390/ma12183034 - 18 Sep 2019
Cited by 1 | Viewed by 1280
Abstract
Numerous cinchona organocatalysts with different substituents at their quinuclidine unit have been described and tested, but the effect of those saturation has not been examined before. This work presents the synthesis of four widely used cinchona-based organocatalyst classes (hydroxy, amino, squaramide, and thiourea) [...] Read more.
Numerous cinchona organocatalysts with different substituents at their quinuclidine unit have been described and tested, but the effect of those saturation has not been examined before. This work presents the synthesis of four widely used cinchona-based organocatalyst classes (hydroxy, amino, squaramide, and thiourea) with different saturation on the quinuclidine unit (ethyl, vinyl, ethynyl) started from quinine, the most easily available cinchona derivative. Big differences were found in basicity of the quinuclidine unit by measuring the pKa values of twelve catalysts in six solvents. The effect of differences was examined by testing the catalysts in Michael addition reaction of pentane-2,4-dione to trans-β-nitrostyrene. The 1.6–1.7 pKa deviation in basicity of the quinuclidine unit did not result in significant differences in yields and enantiomeric excesses. Quantum chemical calculations confirmed that the ethyl, ethynyl, and vinyl substituents affect the acid-base properties of the cinchona-thiourea catalysts only slightly, and the most active neutral thione forms are the most stable tautomers in all cases. Due to the fact that cinchonas with differently saturated quinuclidine substituents have similar catalytic activity in asymmetric Michael addition application of quinine-based catalysts is recommended. Its vinyl group allows further modifications, for instance, recycling the catalyst by immobilization. Full article
(This article belongs to the Special Issue Advances in Organocatalysts: Synthesis and Applications)
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Review

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Open AccessReview
Organocatalytic Name Reactions Enabled by NHCs
Materials 2020, 13(16), 3574; https://doi.org/10.3390/ma13163574 - 13 Aug 2020
Viewed by 796
Abstract
Giving reactions the names of their discoverers is an extraordinary tradition of organic chemistry. Nowadays, this phenomenon is much rarer, although already named historical reactions are still often developed. This is also true in the case of a broad branch of N‑heterocyclic [...] Read more.
Giving reactions the names of their discoverers is an extraordinary tradition of organic chemistry. Nowadays, this phenomenon is much rarer, although already named historical reactions are still often developed. This is also true in the case of a broad branch of N‑heterocyclic carbenes catalysis. NHCs allow many unique synthetic paths, including commonly known name reactions. This article aims to gather this extensive knowledge and compare historical reactions with current developed processes. Furthermore, this review is a great opportunity to highlight some of the unique applications of these procedures in the total synthesis of biologically active compounds. Hence, this concise article may also be a source of knowledge for scientists just starting their adventure with N‑heterocyclic carbene chemistry. Full article
(This article belongs to the Special Issue Advances in Organocatalysts: Synthesis and Applications)
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Planned Papers

The below list represents only planned manuscripts. Some of these manuscripts have not been received by the Editorial Office yet. Papers submitted to MDPI journals are subject to peer-review.

1. tentative title: PMDTA-catalyzed synthesis of2-amino-4H-chromen-4-ylphosphonate derivatives

authors: Ádám Tajti,1 [email protected]; Javad Iskenderov,1 [email protected]; Krisztina Németh,2 [email protected]; Frank Perdih,3 [email protected]; Erika Bálint (h-index: 16),1 [email protected]

Affiliations:

1Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, 1521 Budapest, Hungary

2MS Metabolomics Laboratory, Instrumentation Center, Research Centre for Natural Sciences, Hungarian Academy of Sciences, Magyar tudósok krt. 2., H-1117 Budapest, Hungary

3Faculty of Chemistry and Chemical Technology, University of Ljubljana, SI-1000 Ljubljana, Slovenia

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