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Special Issue "Palladium Catalysts 2016"

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

Deadline for manuscript submissions: closed (10 July 2016)

Special Issue Editors

Guest Editor
Dr. Diego A. Alonso

Organic Chemistry Department and Institute for Organic Synthesis Alicante University, Apdo. 99, E-03080 Alicante, Spain
Website | E-Mail
Phone: +34965903549
Interests: metal catalysis; asymmetric catalysis; organocatalysis; materials science; medicinal chemistry; carbocatalysis; green chemistry
Guest Editor
Dr. Isidro M. Pastor

Departamento de Química Orgánica, Facultad de Ciencias and Instituto de Síntesis Orgánica (ISO), Universidad de Alicante, Apdo. 99, Alicante 03080, Spain
Website | E-Mail
Interests: application of organometallic compounds in organic synthesis; synthesis of heterocyclic derivatives and their application as ligands in homogeneous and heterogeneous (MOFs) catalysts

Special Issue Information

Dear Colleagues,

Palladium-catalyzed reactions are of vital importance in organic synthesis. Palladium catalysts have played a fundamental role in the development of a wide variety of transformations due to its versatility and high functional group tolerance. Indeed, nowadays, palladium-catalyzed reactions are routinely employed as powerful synthetic tools, both in academia and industry. Particularly interesting have been the results in the advances of new catalyst development, which have enabled to perform difficult transformations with unactivated substrates using low catalyst loadings under mild and green reaction conditions.

This Special Issue will mainly focus on the latest advances and novel trends in the field of palladium catalysts, ranging from basic research and characterization studies to the development of highly active catalysts and their application in different redox processes, cross-coupling, as well as C–H activation reactions.

Dr. Diego A. Alonso
Dr. Isidro M. Pastor
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. 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

  • palladium
  • cross-coupling
  • organic chemistry
  • green chemistry
  • heterogeneous chemistry
  • C-H activation
  • water
  • redox processes

Published Papers (6 papers)

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Research

Open AccessArticle Geometry Constrained N-(5,6,7-Trihydroquinolin-8-ylidene)arylaminopalladium Dichloride Complexes: Catalytic Behavior toward Methyl Acrylate (MA), Methyl Acrylate-co-Norbornene (MA-co-NB) Polymerization and Heck Coupling
Molecules 2016, 21(12), 1686; doi:10.3390/molecules21121686
Received: 11 November 2016 / Revised: 2 December 2016 / Accepted: 3 December 2016 / Published: 7 December 2016
Cited by 2 | PDF Full-text (2790 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
A new pair of plladium complexes (Pd4 and Pd5) ligated with constrained N-(5,6,7-trihydroquinolin-8-ylidene)arylamine ligands have been prepared and well characterized by 1H-, 13C-NMR and FTIR spectroscopies as well as elemental analysis. The molecular structure of Pd4 and Pd5
[...] Read more.
A new pair of plladium complexes (Pd4 and Pd5) ligated with constrained N-(5,6,7-trihydroquinolin-8-ylidene)arylamine ligands have been prepared and well characterized by 1H-, 13C-NMR and FTIR spectroscopies as well as elemental analysis. The molecular structure of Pd4 and Pd5 in solid state have also been determined by X-ray diffraction, showing slightly distorted square planar geometry around the palladium metal center. All complexes Pd1Pd5 are revealed highly efficient catalyst in methyl acrylate (MA) polymerization as well as methyl acrylate/norbornene (MA/NB) copolymerization. In the case of MA polymerization, as high as 98.4% conversion with high molecular weight up to 6282 kg·mol−1 was achieved. Likewise, Pd3 complex has good capability to incorporate about 18% NB content into MA polymer chains. Furthermore, low catalyst loadings (0.002 mol %) of Pd4 or Pd5 are able to efficiently mediate the coupling of haloarenes with styrene affording up to 98% conversion. Full article
(This article belongs to the Special Issue Palladium Catalysts 2016)
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Open AccessArticle CO Oxidation over Pd/ZrO2 Catalysts: Role of Support′s Donor Sites
Molecules 2016, 21(10), 1289; doi:10.3390/molecules21101289
Received: 26 July 2016 / Revised: 21 September 2016 / Accepted: 22 September 2016 / Published: 27 September 2016
Cited by 4 | PDF Full-text (4255 KB) | HTML Full-text | XML Full-text
Abstract
A series of supported Pd/ZrO2 catalysts with Pd loading from 0.2 to 2 wt % was synthesized. The ZrO2 material prepared by a similar technique was used as a reference sample. The samples have been characterized by means of transmission electron
[...] Read more.
A series of supported Pd/ZrO2 catalysts with Pd loading from 0.2 to 2 wt % was synthesized. The ZrO2 material prepared by a similar technique was used as a reference sample. The samples have been characterized by means of transmission electron microscopy (TEM), X-ray diffraction analysis (XRD), X-ray photoelectron spectroscopy (XPS), temperature-programmed reduction (TPR), testing reaction of ethane hydrogenolysis (HGE), N2 adsorption, and electron paramagnetic resonance (EPR) spectroscopy. 1,3,5-trinitrobenzene was used as a probe molecule for the EPR spin probe method. The catalytic performance of samples was tested in the model reaction of CO oxidation. It was shown that the concentration of donor sites of support measured by EPR spin probe correlates with catalytic behavior during light-off tests. Low concentration of donor sites on a support’s surface was found to be caused by the presence of the specific surface defects that are related to existence of coordinately unsaturated structures. Full article
(This article belongs to the Special Issue Palladium Catalysts 2016)
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Open AccessArticle A Highly Efficient and Reusable Palladium(II)/Cationic 2,2’-Bipyridyl-Catalyzed Stille Coupling in Water
Molecules 2016, 21(9), 1205; doi:10.3390/molecules21091205
Received: 13 August 2016 / Revised: 2 September 2016 / Accepted: 6 September 2016 / Published: 9 September 2016
Cited by 2 | PDF Full-text (542 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
A water-soluble PdCl2(NH3)2/cationic 2,2′-bipyridyl system was found to be a highly efficient catalyst for Stille coupling of aryl iodides and bromides with organostannanes. The coupling reaction was conducted at 110 °C in water, under aerobic conditions, in
[...] Read more.
A water-soluble PdCl2(NH3)2/cationic 2,2′-bipyridyl system was found to be a highly efficient catalyst for Stille coupling of aryl iodides and bromides with organostannanes. The coupling reaction was conducted at 110 °C in water, under aerobic conditions, in the presence of NaHCO3 as a base to afford corresponding Stille coupling products in good to high yields. When aryltributylstannanes were employed, the reactions proceeded smoothly under a very low catalyst loading (as little as 0.0001 mol %). After simple extraction, the residual aqueous phase could be reused in subsequent runs, making this Stille coupling economical. In the case of tetramethylstannane, however, a greater catalyst loading (1 mol %) and the use of tetraethylammonium iodide as a phase-transfer agent were required in order to obtain satisfactory yields. Full article
(This article belongs to the Special Issue Palladium Catalysts 2016)
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Open AccessArticle A Well-Defined {[(PhCH2O)2P(CH3)2CHNCH(CH3)2]2PdCl2} Complex Catalyzed Hiyama Coupling of Aryl Bromides with Arylsilanes
Molecules 2016, 21(8), 987; doi:10.3390/molecules21080987
Received: 27 May 2016 / Revised: 13 July 2016 / Accepted: 15 July 2016 / Published: 29 July 2016
PDF Full-text (4888 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
A palladium (II) complex {[(PhCH2O)2P(CH3)2CHNCH(CH3)2]2PdCl2} catalyzed Hiyama cross-coupling reaction between aryl bromides and arylsilanes has been developed. The substituted biaryls were produced in moderate to high yields, regardless of electron-withdrawing or electron-donating. Full article
(This article belongs to the Special Issue Palladium Catalysts 2016)
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Figure 1

Open AccessCommunication Synthesis of C2-Symmetric Benzimidazolium Salts and Their Application in Palladium-Catalyzed Enantioselective Intramolecular α-Arylation of Amides
Molecules 2016, 21(6), 742; doi:10.3390/molecules21060742
Received: 14 April 2016 / Revised: 26 May 2016 / Accepted: 1 June 2016 / Published: 8 June 2016
Cited by 2 | PDF Full-text (886 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
A series of C2-symmetric chiral benzimidazolium salts, the precursor of N-heterocyclic carbene ligands, were designed and synthesized from 1,2-dibromobenzene. In situ prepared corresponding carbenes were tested in the asymmetric palladium-catalyzed intramolecular α-arylation of amides, affording chiral diarylmethanols with high yields
[...] Read more.
A series of C2-symmetric chiral benzimidazolium salts, the precursor of N-heterocyclic carbene ligands, were designed and synthesized from 1,2-dibromobenzene. In situ prepared corresponding carbenes were tested in the asymmetric palladium-catalyzed intramolecular α-arylation of amides, affording chiral diarylmethanols with high yields and moderate enantioselectivities. Full article
(This article belongs to the Special Issue Palladium Catalysts 2016)
Open AccessCommunication The Homocoupling Reaction of Aromatic Terminal Alkynes by a Highly Active Palladium(II)/AgNO3 Cocatalyst in Aqueous Media Under Aerobic Conditions
Molecules 2016, 21(5), 606; doi:10.3390/molecules21050606
Received: 12 April 2016 / Revised: 3 May 2016 / Accepted: 3 May 2016 / Published: 10 May 2016
Cited by 3 | PDF Full-text (4013 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
A new and efficient Pd(II)/AgNO3-cocatalyzed homocoupling of aromatic terminal alkynes is described. Various symmetrical 1,4-disubstituted-1,3-diynes are obtained in good to excellent yields. This protocol employs a loading with relatively low palladium(II) in aqueous media under aerobic conditions. Full article
(This article belongs to the Special Issue Palladium Catalysts 2016)
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