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Catalysts for Henry Reaction
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Catalysts for Henry Reaction

A special issue of Catalysts (ISSN 2073-4344). This special issue belongs to the section "Catalysis in Organic and Polymer Chemistry".

Deadline for manuscript submissions: closed (15 December 2019) | Viewed by 10275

Special Issue Editor

Prof. Dr. Luísa Margarida Martins

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Guest Editor
Centro de Química Estrutural, Institute of Molecular Sciences, Departamento de Engenharia Química, Instituto Superior Técnico, Universidade de Lisboa, Av. Rovisco Pais, 1049-001 Lisboa, Portugal
Interests: catalyst design; C-scorpionate; single-site heterogeneous catalysis; C-H activation; CO2 fixation; biomass conversion
Special Issues, Collections and Topics in MDPI journals

Special Issue Information

Dear Colleagues,

The Henry (nitroaldol) reaction, the reaction between an in situ generated nitronate species and a carbonyl compound, is one of the most important carbon–carbon bond formation reactions in organic chemistry due to the synthetic utility of its corresponding products (β-nitroalcohols). Further transformation of such species provides an efficient access to interesting and highly functionalized intermediates such as nitroalkenes, 1,2-amino alcohols or α-hydroxy carboxylic acids. Due to the practical importance of this reaction, much attention has been paid to its diastereoselectivity, but the stereochemical control of the two newly generated carbon centers remains a difficult task to achieve. A stereoselective synthesis of either the anti or syn isomer would be desirable and efforts are focused on the development of catalytic diastereo- or enantio-selective processes.

This Special Issue is aimed at covering recent advances in the formation of C–C bonds via the Henry reaction. Original research papers and short reviews on the synthesis of compounds of industrial interest using this catalytic process, identification of new catalysts, synthesis of new ligands improving C–C coupling selectivity, activity and stability of catalysts in the context of clean catalytic processes are very welcome.

Prof. Dr. Luísa Margarida Martins
Guest Editor

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 2200 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

  • Nitroaldol reaction
  • Selective C-C coupling
  • Enantioselective C-C bond formation
  • Organocatalyst
  • Homogeneous catalysis
  • Heterogeneous catalysis
  • Sustainable synthesis

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Published Papers (2 papers)

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Research

15 pages, 2414 KiB  
Article
Hydrosoluble Complexes Bearing Tris(pyrazolyl)methane Sulfonate Ligand: Synthesis, Characterization and Catalytic Activity for Henry Reaction
by Abdallah G. Mahmoud, Luísa M. D. R. S. Martins, M. Fátima C. Guedes da Silva and Armando J. L. Pombeiro
Catalysts 2019, 9(7), 611; https://doi.org/10.3390/catal9070611 - 18 Jul 2019
Cited by 11 | Viewed by 4249
Abstract
The catalytic activity of the water-soluble scorpionate coordination compounds [Cu(-NN’O-Tpms)2] (1), [Mn(Tpms)2] (2) and Li[FeCl2(-NN’N’’-Tpms)] (3) [Tpms = tris(pyrazolyl)-methane sulfonate, O3SC(pz)3], were studied towards the (Henry) reaction [...] Read more.
The catalytic activity of the water-soluble scorpionate coordination compounds [Cu(-NN’O-Tpms)2] (1), [Mn(Tpms)2] (2) and Li[FeCl2(-NN’N’’-Tpms)] (3) [Tpms = tris(pyrazolyl)-methane sulfonate, O3SC(pz)3], were studied towards the (Henry) reaction between benzaldehyde and nitromethane or nitroethane in aqueous medium to afford, respectively, 2-nitro-1-phenylethanol or 2-nitro-1-phenylpropanol, the latter in the syn and the anti diastereoisomeric forms. Complex 1 exhibited the highest activity under the optimum experimental conditions and was used to broaden the scope of the reaction to include several aromatic aldehydes achieving yields up to 94%. Full article
(This article belongs to the Special Issue Catalysts for Henry Reaction)
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11 pages, 1684 KiB  
Communication
Synthesis and Organocatalytic Asymmetric Nitro-aldol Initiated Cascade Reactions of 2-Acylbenzonitriles Leading to 3,3-Disubstituted Isoindolinones
by Fabio Romano, Antonia Di Mola, Laura Palombi, Maximilian Tiffner, Mario Waser and Antonio Massa
Catalysts 2019, 9(4), 327; https://doi.org/10.3390/catal9040327 - 2 Apr 2019
Cited by 14 | Viewed by 4394
Abstract
In this work, we investigated two strategies for the synthesis of the challenging ketones 2-acylbenzonitriles and we report their use as electrophiles in asymmetric organocatalytic cascade reactions with nitromethane. Promising results were obtained in the presence of chiral bifunctional ammonium salts under phase [...] Read more.
In this work, we investigated two strategies for the synthesis of the challenging ketones 2-acylbenzonitriles and we report their use as electrophiles in asymmetric organocatalytic cascade reactions with nitromethane. Promising results were obtained in the presence of chiral bifunctional ammonium salts under phase transfer conditions, which led to novel 3,3-disubstituted isoindolinones in quantitative yields and moderate enantioselectivity. Full article
(This article belongs to the Special Issue Catalysts for Henry Reaction)
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