Special Issue "Organocatalysis: Advances, Opportunity, and Challenges"
Deadline for manuscript submissions: 31 October 2021.
Interests: physical organic chemistry; reaction mechanisms; catalysis in organic chemistry
Interests: organic synthesis; coordination and organometallic chemistry; catalysis; chemically active materials for 3d-printing; optical spectroscopy; crystallography
Catalysis with small organic molecules has become a highly dynamic area in chemical research. Today, organocatalyzed reactions provide an alternative to metal-catalyzed reactions in creating of a wide range of organic compounds in a convenient manner. The advantages of organocatalysis include the use of inexpensive and readily available organic compounds as catalysts, as well as increased synthetic efficiency, as no metal catalyst needs to be removed at the end of the process. These benefits could lead to the application of such processes in the industry. A relatively new concept is the use of chiral organic catalysts. In this area, new opportunities are opening up for the development of extremely active catalysts that rival the efficiency of enzymes and that of the few superactive chiral transition metal complexes, such as Noyori’s hydrogenation catalysts or certain cross-coupling reaction catalysts.
Submissions to this Special Issue on “Organic Chemistry in Catalysis” are welcome in the form of original research papers or short reviews that reflect the state of research in the field of organocatalysis on the following topics: selective organocatalytic reactions, asymmetric organocatalysts, element–organic compounds in organocatalytic reactions, noncovalent interactions in organocatalysis, and the study of the mechanisms of organocatalytic reactions.
Prof. Dr. Tatiana G. Chulkova
Dr. Evgeny Bulatov
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. 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 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.
- organocatalytic reactions
- asymmetric organocatalysis
- reaction mechanisms
- noncovalent interactions
- element–organic compounds as organocatalysts
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.
Title: Organocatalysis in lipidic microcompartments as a prebiotic systems chemistry scenario: an inspiration for synthetic organic reactions?
Authors: Tecla Gasperi and Pasquale Stano
Abstract: An interesting scenario in prebiotic chemistry are the spontaneously formed vesicles that host organocatalytic reactions in their hydrophobic membrane. The latter can influence chemical reactions, acting as a promoter or regulator thanks to the multiple interactions established with substrates, products and catalysts. The general concepts on micellar catalysis are initially introduced and then adapted to the case of vesicles, highlighting similarities and differences. The organocatalytic reactions, which are increasingly important in synthetic organic chemistry, are particularly relevant in a primitive context, provided that multifunctional easy-to-form organic substances are available and that they bind to the membranes together with the substrates. In this regard, short peptides are interesting candidates. Although focused on primitive chemistry, the review also promotes organocatalytic reactions in hydrophobic microphases as a modern tool in green chemistry.
Title: Chitosan-Supported Cinchona Urea: Sustainable Organocatalyst for Asymmetric Michael Reaction
Authors: Shinichi Itsuno
Affiliation: Department of Applied Chemistry & Life Science Division of Molecular Chemistry Toyohashi University of Technology
Abstract: Novel chitosan-supported cinchona urea has been developed as heterogeneous catalysts for asymmetric reaction. The catalytic activity of the chitosan-supported organocatalyst was examined in asymmetric Michael addition reaction to give the chiral adducts in good yields with excellent enantionselectivities (up to 99% ee). The insolubility of the chitosan-supported cinchona urea catalyst facilitated the recovery of the catalyst. The catalyst was easily separated and reused without any loss of the catalytic activity.
Title: Catalytic foldamer: when the structure guides the function
Authors: Ludovic Maillard
Affiliation: Faculty of Pharmacy, Montpellier University
Title: Stereoselective ROP of rac- and meso-Lactides using Achiral TBD as Catalyst
Authors: Olivier Coulembier
Affiliation: Univ Mons, Lab Polymer & Composite Mat, CIRMAP, Pl Parc 23, B-7000 Mons, Belgium.
Abstract: TBD polymerizes rac-LA to form highly isotactic PLA, while meso-LA yields heterotactic PLA at -75 °C. The stereocontrol of the cryogenic-based ROP comes from a perfect imbrication of both chiral LA and the propagating chiral end-group interacting with the achiral TBD catalyst.
Title: Asymmetric Organocatalysed Michael Addition of masked Acetaldehyde to Nitro Alkenes
Authors: Armando Carlone
Affiliation: Department of Physical and Chemical Sciences, Università degli Studi dell'Aquila, via Vetoio, 67100 L'Aquila, Italy
Abstract: An enantioselective Michael addition of acetaldehyde to nitroalkenes catalyzed by the Hayashi-Jorgensen catalyst has been developed. Acetaldehyde is released in situ from a masked equivalent, allowing to reduce the equivalents needed. Using the described methodology, the synthesis of pharmacologically active compounds has been demonstrated.
Title: Mechanistic differences between boronic acids and organotrifluoroborates in diol-catalyzed conjugate additions
Authors: Jeremy A. May
Affiliation: Department of Chemistry, University of Houston
Abstract: Hammett plot analysis has shown differing influences of substrates when using boronic acids or organotrifluoroborates as nucleophiles. These differences suggest subtle mechanistic differences that reflect stabilizing effects on relative transition state energies. Additional mechanistic controls shed light on how the heterogeneity of the trifluoroborate salts impact reaction rates.
Title: Flow-through macroporous polymeric monoliths containing artificial catalytic centers mimicking chymotrypsin active site
Authors: Mariia Stepanova, Olga Solomakha, Daria Ten and Evgenia Korzhikova-Vlakh
Affiliation: Institute of Chemistry, Saint-Petersburg State University, Universitetsky pr. 26, 198504 St. Petersburg, Russia
Abstract: The synthetic catalysts which could compete with enzymes in term of the catalytic efficiency but surpass them in stability have a great potential for the practical application. In this work, we developed a novel kind of organic catalysts based on flow-through macroporous polymer monoliths containing catalytic centers mimicking the catalytic site of natural enzyme chymotrypsin. It is known that chymotrypsin catalytic center consists of L-serine, L-histidine and L-aspartic acid, and has specificity to C-terminal residues of hydrophobic amino acids (L-phenylalanine, L-tyrosine and L-tryptophan). In present work we prepared the macroporous polymer monoliths bearing grafted polymer layer on their surface. The last one was synthesized via copolymerization of N-methacryloyl-L-serine, N-methacryloyl-L-histidine, N-methacryloyl-L-aspartic acid. The spatial orientation of amino acids in the polymer layer, generated on the surface of monolithic framework, was achieved through the coordination of amino acid-polymerizable derivatives with cobalt (II) ions without substrate-mimicking template and with its use. The conditions for the preparation of mimetic materials were optimized to achieve the mechanically stable system. Catalytic properties of the developed systems were evaluated towards the hydrolysis of ester bond in low molecular substrate and compared with the results on the use of chymotrypsin immobilized on the surface of similar monolithic framework. For material prepared with the use of both cobalt (II) ions and template for catalytic centers generation, the catalytic activity kept constant even after 25 catalytic cycles that indicates high regeneration of catalyst after usage and good stability of artificial catalytic sites.
Title: First Organocatalytic Atroposelective Synthesis of Axially Chiral 1,4-Dihydropyridine Derivatives
Authors: Sandra Ardevines, Fernando Auria-Luna, Eugenia Marqués-López and Raquel P. Herrera
Affiliation: Laboratorio de Organocatálisis Asimétrica, Departamento de Química Orgánica, Instituto de Síntesis Química y Catálisis Homogénea (ISQCH) CSIC-Universidad de Zaragoza, C/Pedro Cerbuna 12, Zaragoza 50009, Spain
Abstract: The enantioselective construction of axially chiral aryl skeletons is of great interest and an active challenging aim in organic synthesis. Based on our pioneering works for the enantioselective preparation of highly functionalized 1,4-dihydropyridines, we realized about the possibility of obtaining atropisomers from these scaffolds. Therefore, here we disclose the preliminary results concerning the first organocatalytic atroposelective synthesis of axially chiral 1,4-dihydropyridine derivatives. Moreover, our research could represent a pivotal example in this field for the construction of these appealing structural cores.