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Special Issue "Recent Advancements in Polymer-Supported Catalysis"

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

Deadline for manuscript submissions: closed (31 July 2016)

Special Issue Editor

Guest Editor
Prof. Dr. Maurizio Benaglia

Dipartimento di Chimica, Università degli Studi di Milano via Golgi 19, 20133 Milano, Italy
Website1 | Website2 | E-Mail
Interests: asymmetric synthesis; stereoselective catalysis; flow reactors technology; organocatalysis; organic stereochemistry

Special Issue Information

Dear Colleagues,

The need to improve both the efficiency and environmental acceptability of industrial processes is a driving force towards the development of heterogenized catalysts. The immobilization of the catalytic species on a solid support offers the possibility, not only to facilitate the work up and the isolation of the product, but also to accomplish the recovery and the recycle of the (precious) catalyst. Furthermore, the incorporation of supported catalysts in a flow system allows to enlarge the general applicability of flow chemical processes and to speed up the transition from the laboratory-based chemistry to the production scale. The present Special Issue, “Recent Advancements in Polymer-Supported Catalysis”, aims to collect and to disseminate some of the most significant and recent contributions in the highly interdisciplinary field of immobilized achiral and chiral catalysts.

Prof. Dr. Maurizio Benaglia
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 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. Molecules 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 1800 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

  • polymers
  • heterogeneous catalysts
  • chiral catalysts
  • catalytic reactors
  • supported catalysts
  • flow chemistry
  • recyclable catalysts
  • catalyst immobilization
  • recoverable catalysts

Published Papers (6 papers)

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Research

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Open AccessArticle Evaluation of PVP/Au Nanocomposite Fibers as Heterogeneous Catalysts in Indole Synthesis
Molecules 2016, 21(9), 1218; doi:10.3390/molecules21091218
Received: 20 July 2016 / Accepted: 6 September 2016 / Published: 10 September 2016
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Abstract
Electrospun nanocomposite fibers consisting of crosslinked polyvinylpyrrolidone (PVP) chains and gold nanoparticles (Au NPs) were fabricated, starting from highly stable PVP/Au NP colloidal solutions with different NP loadings, followed by thermal treatment. Information on the morphological characteristics of the fibers and of the
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Electrospun nanocomposite fibers consisting of crosslinked polyvinylpyrrolidone (PVP) chains and gold nanoparticles (Au NPs) were fabricated, starting from highly stable PVP/Au NP colloidal solutions with different NP loadings, followed by thermal treatment. Information on the morphological characteristics of the fibers and of the embedded Au NPs was obtained by electron microscopy. Cylindrical, bead-free fibers were visualized by Scanning Electron Microscopy (SEM) while Transmission Electron Microscopy (TEM) and Energy Diffraction X-ray (EDX) analysis supported the presence of Au NPs within the fibers and gave information on their morphologies and average diameters. These materials were briefly evaluated as heterogeneous catalytic supports for the gold-catalyzed intramolecular cyclisation of 2‑(phenylethynyl)aniline to form 2-phenyl-1H-indole. The performance of the gold catalyst was strongly dependent on the Au NP size, with the system containing the smallest Au NPs being the more effective. Moreover, a slight drop of their catalytic efficiency was observed after three consecutive reaction runs, which was attributed to morphological changes as a consequence of fiber merging. Full article
(This article belongs to the Special Issue Recent Advancements in Polymer-Supported Catalysis)
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Open AccessArticle Stereoselective Reduction of Imines with Trichlorosilane Using Solid-Supported Chiral Picolinamides
Molecules 2016, 21(9), 1182; doi:10.3390/molecules21091182
Received: 28 July 2016 / Revised: 30 August 2016 / Accepted: 1 September 2016 / Published: 6 September 2016
Cited by 1 | PDF Full-text (1375 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
The stereoselective reduction of imines with trichlorosilane catalyzed by chiral Lewis bases is a well-established procedure for the synthesis of enantio-enriched amines. Five supported cinchona-based picolinamides have been prepared and their activity tested in a model reaction. The comparison of different supporting materials
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The stereoselective reduction of imines with trichlorosilane catalyzed by chiral Lewis bases is a well-established procedure for the synthesis of enantio-enriched amines. Five supported cinchona-based picolinamides have been prepared and their activity tested in a model reaction. The comparison of different supporting materials revealed that polystyrene gave better results than silica in terms of stereoselectivity. The applicability of the solid-supported catalyst of choice to the reduction of different imines was also demonstrated. Additionally, for the first time, a catalytic reactor containing a polymer-immobilized chiral picolinamide has been employed for the stereoselective reduction of imines with trichlorosilane under continuous flow conditions. Full article
(This article belongs to the Special Issue Recent Advancements in Polymer-Supported Catalysis)
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Open AccessArticle Self-Supported N-Heterocyclic Carbenes and Their Use as Organocatalysts
Molecules 2016, 21(8), 1100; doi:10.3390/molecules21081100
Received: 19 July 2016 / Revised: 13 August 2016 / Accepted: 15 August 2016 / Published: 20 August 2016
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Abstract
The study of N-heterocyclic carbenes (NHCs) as organocatalysts has proliferated in recent years, and they have been found to be useful in a variety of reactions. In an attempt to further expand their utility and to study their recyclability, we designed and
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The study of N-heterocyclic carbenes (NHCs) as organocatalysts has proliferated in recent years, and they have been found to be useful in a variety of reactions. In an attempt to further expand their utility and to study their recyclability, we designed and synthesized a series of self-supported NHCs in which the catalytic carbene groups form part of a densely functionalized polymer backbone, and studied them as organocatalysts. Of the self-Supported NHCs examined, a benzimidazole derived polymer with flexible linkers connecting the catalytic groups was found to be the most efficient organocatalyst in a model benzoin condensation reaction, and thus it was used in a variety of such reactions, including some involving catalyst recycling. Furthermore, it was also used to catalyze a set of redox esterification reactions involving conjugated unsaturated aldehydes. In all of these reactions the catalyst afforded good yield of the desired product and its polymeric nature facilitated product purification. Full article
(This article belongs to the Special Issue Recent Advancements in Polymer-Supported Catalysis)
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Review

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Open AccessReview Advances in Organic and Organic-Inorganic Hybrid Polymeric Supports for Catalytic Applications
Molecules 2016, 21(10), 1288; doi:10.3390/molecules21101288
Received: 29 July 2016 / Revised: 19 September 2016 / Accepted: 23 September 2016 / Published: 28 September 2016
Cited by 5 | PDF Full-text (12699 KB) | HTML Full-text | XML Full-text
Abstract
In this review, the most recent advances (2014–2016) on the synthesis of new polymer-supported catalysts are reported, focusing the attention on the synthetic strategies developed for their preparation. The polymer-supported catalysts examined will be organic-based polymers and organic-inorganic hybrids and will include, among
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In this review, the most recent advances (2014–2016) on the synthesis of new polymer-supported catalysts are reported, focusing the attention on the synthetic strategies developed for their preparation. The polymer-supported catalysts examined will be organic-based polymers and organic-inorganic hybrids and will include, among others, polystyrenes, poly-ionic liquids, chiral ionic polymers, dendrimers, carbon nanotubes, as well as silica and halloysite-based catalysts. Selected examples will show the synthesis and application in the field of organocatalysis and metal-based catalysis both for non-asymmetric and asymmetric transformations. Full article
(This article belongs to the Special Issue Recent Advancements in Polymer-Supported Catalysis)
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Open AccessReview Recent Advances in Recoverable Systems for the Copper-Catalyzed Azide-Alkyne Cycloaddition Reaction (CuAAC)
Molecules 2016, 21(9), 1174; doi:10.3390/molecules21091174
Received: 1 August 2016 / Revised: 26 August 2016 / Accepted: 30 August 2016 / Published: 5 September 2016
Cited by 7 | PDF Full-text (5497 KB) | HTML Full-text | XML Full-text
Abstract
The explosively-growing applications of the Cu-catalyzed Huisgen 1,3-dipolar cycloaddition reaction between organic azides and alkynes (CuAAC) have stimulated an impressive number of reports, in the last years, focusing on recoverable variants of the homogeneous or quasi-homogeneous catalysts. Recent advances in the field are
[...] Read more.
The explosively-growing applications of the Cu-catalyzed Huisgen 1,3-dipolar cycloaddition reaction between organic azides and alkynes (CuAAC) have stimulated an impressive number of reports, in the last years, focusing on recoverable variants of the homogeneous or quasi-homogeneous catalysts. Recent advances in the field are reviewed, with particular emphasis on systems immobilized onto polymeric organic or inorganic supports. Full article
(This article belongs to the Special Issue Recent Advancements in Polymer-Supported Catalysis)
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Open AccessReview Polymer-Supported Raney Nickel Catalysts for Sustainable Reduction Reactions
Molecules 2016, 21(7), 833; doi:10.3390/molecules21070833
Received: 9 May 2016 / Revised: 7 June 2016 / Accepted: 21 June 2016 / Published: 25 June 2016
Cited by 1 | PDF Full-text (3400 KB) | HTML Full-text | XML Full-text
Abstract
Green is the future of chemistry. Catalysts with high selectivity are the key to green chemistry. Polymer-supported Raney catalysts have been found to have outstanding performance in the clean preparation of some chemicals. For example, a polyamide 6-supported Raney nickel catalyst provided a
[...] Read more.
Green is the future of chemistry. Catalysts with high selectivity are the key to green chemistry. Polymer-supported Raney catalysts have been found to have outstanding performance in the clean preparation of some chemicals. For example, a polyamide 6-supported Raney nickel catalyst provided a 100.0% conversion of n-butyraldehyde without producing any detectable n-butyl ether, the main byproduct in industry, and eliminated the two main byproducts (isopropyl ether and methyl-iso-butylcarbinol) in the hydrogenation of acetone to isopropanol. Meanwhile, a model for how the polymer support brought about the elimination of byproducts is proposed and confirmed. In this account the preparation and applications of polymer-supported Raney catalysts along with the corresponding models will be reviewed. Full article
(This article belongs to the Special Issue Recent Advancements in Polymer-Supported Catalysis)
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