Special Issue "Organometallic Catalysis for Organic Synthesis"

A special issue of Catalysts (ISSN 2073-4344).

Deadline for manuscript submissions: closed (30 September 2016)

Special Issue Editor

Guest Editor
Prof. Dr. Xiao-Feng Wu

Leibniz-Institut für Katalyse e.V. an der Universität Rostock, Albert-Einstein-Strasse 29a, 18059 Rostock, Germany
Website | E-Mail
Interests: carbonylation; heterocycle synthesis; oxidation; green transformations

Special Issue Information

Dear Colleagues,

Transition metal catalysts are already an essential tool in modern organic synthesis. With transition metal catalysts, numerous challenge transformations have been realized. Concerning the reaction pathway, organometallic complexes are crucial. In this Special Issue, we plan to collect interesting transformations of carbonylation, cascade reaction, C–H activation, and so on.

Prof. Dr. Xiao-Feng Wu
Guest Editors

Manuscript Submission Information

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Keywords

  • transition metal catalyst
  • carbonylation
  • C–H activation
  • cascade reaction
  • domino reaction
  • heterocycle synthesis
  • green chemistry

Published Papers (7 papers)

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Research

Open AccessArticle Recyclable Polymer-Supported Terpyridine–Palladium Complex for the Tandem Aminocarbonylation of Aryl Iodides to Primary Amides in Water Using NaN3 as Ammonia Equivalent
Catalysts 2017, 7(4), 107; doi:10.3390/catal7040107
Received: 17 March 2017 / Revised: 3 April 2017 / Accepted: 5 April 2017 / Published: 7 April 2017
Cited by 1 | PDF Full-text (2229 KB) | HTML Full-text | XML Full-text
Abstract
Primary aromatic amides are valuable compounds, which are generally prepared via Beckmann rearrangement of oximes and the hydration of nitriles in organic solvents. We investigated the environmentally friendly catalytic aminocarbonylation in water. Thus, a novel heterogeneous transition-metal catalyst, a polymer-supported terpyridine–palladium(II) complex, was
[...] Read more.
Primary aromatic amides are valuable compounds, which are generally prepared via Beckmann rearrangement of oximes and the hydration of nitriles in organic solvents. We investigated the environmentally friendly catalytic aminocarbonylation in water. Thus, a novel heterogeneous transition-metal catalyst, a polymer-supported terpyridine–palladium(II) complex, was prepared and found to promote azidocarbonylation of aryl iodides with NaN3 and to reduce the generated benzoyl azides in water under CO gas to yield primary aryl amides with high to excellent yield in a one-pot reaction. The catalyst was recovered and reused several times with no loss of catalytic activity. Full article
(This article belongs to the Special Issue Organometallic Catalysis for Organic Synthesis)
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Open AccessArticle Dehydrogenation of Isobutane with Carbon Dioxide over SBA-15-Supported Vanadium Oxide Catalysts
Catalysts 2016, 6(11), 171; doi:10.3390/catal6110171
Received: 31 August 2016 / Revised: 25 October 2016 / Accepted: 25 October 2016 / Published: 31 October 2016
Cited by 3 | PDF Full-text (4911 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
A series of vanadia catalysts supported on SBA-15 (V/SBA) with a vanadia (V) content ranging from 1% to 11% were prepared by an incipient wetness method. Their catalytic behavior in the dehydrogenation of isobutane to isobutene with CO2 was examined. The catalysts
[...] Read more.
A series of vanadia catalysts supported on SBA-15 (V/SBA) with a vanadia (V) content ranging from 1% to 11% were prepared by an incipient wetness method. Their catalytic behavior in the dehydrogenation of isobutane to isobutene with CO2 was examined. The catalysts were characterized by N2 adsorption, X-ray diffraction (XRD), scanning electron microscopy (SEM), Raman spectroscopy, and temperature-programmed reduction (TPR). It was found that these catalysts were effective for the dehydrogenation reaction, and the catalytic activity is correlated with the amount of dispersed vanadium species on the SBA-15 support. The 7% V/SBA catalyst shows the highest activity, which gives 40.8% isobutane conversion and 84.8% isobutene selectivity. The SBA-15-supported vanadia exhibits higher isobutane conversion and isobutene selectivity than the MCM-41-supported one. Full article
(This article belongs to the Special Issue Organometallic Catalysis for Organic Synthesis)
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Open AccessArticle Practical Pd(TFA)2-Catalyzed Aerobic [4+1] Annulation for the Synthesis of Pyrroles via “One-Pot” Cascade Reactions
Catalysts 2016, 6(11), 169; doi:10.3390/catal6110169
Received: 21 September 2016 / Revised: 18 October 2016 / Accepted: 21 October 2016 / Published: 31 October 2016
Cited by 1 | PDF Full-text (2067 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
The Pd(TFA)2-catalyzed [4+1] annulation of chained or cyclic α-alkenyl-dicarbonyl compounds and unprotected primary amines for “one-pot” synthesis of pyrroles is reported here. Enamination and amino-alkene were involved in this practical and efficient tandem reaction. The annulation products were isolated in moderate
[...] Read more.
The Pd(TFA)2-catalyzed [4+1] annulation of chained or cyclic α-alkenyl-dicarbonyl compounds and unprotected primary amines for “one-pot” synthesis of pyrroles is reported here. Enamination and amino-alkene were involved in this practical and efficient tandem reaction. The annulation products were isolated in moderate to excellent yields with O2 as the terminal oxidant under mild conditions. In addition, this method was applied to synthesize highly regioselective aminomethylated and di(1H-pyrrol-3-yl)methane products. Full article
(This article belongs to the Special Issue Organometallic Catalysis for Organic Synthesis)
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Open AccessArticle Synthesis, Characterization, and Catalytic Hydrogenation Activity of New N-Acyl-Benzotriazole Rh(I) and Ru(III) Complexes in [bmim][BF4]
Catalysts 2016, 6(9), 147; doi:10.3390/catal6090147
Received: 10 August 2016 / Revised: 6 September 2016 / Accepted: 14 September 2016 / Published: 20 September 2016
Cited by 2 | PDF Full-text (1363 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
The hydrogenation activity of new N-acyl-benzotriazole Rh(I) and Ru(III) complexes in ionic liquid media is reported in this study. Both complexes were completely soluble in 1-butyl-3-methylimidazolium tetrafluoroborate, [bmim][BF4], and they were able to catalyze the hydrogenation of styrene and 1-octene.
[...] Read more.
The hydrogenation activity of new N-acyl-benzotriazole Rh(I) and Ru(III) complexes in ionic liquid media is reported in this study. Both complexes were completely soluble in 1-butyl-3-methylimidazolium tetrafluoroborate, [bmim][BF4], and they were able to catalyze the hydrogenation of styrene and 1-octene. While ethylbenzene conversion in styrene hydrogenation reached 84% when the Ru complex was used, 100% conversion was obtained with the Rh complex at 393 K in 6 h. Additionally, total conversion in 1-octene hydrogenation reached 100% with the Rh complex in [bmim][BF4] media. The hydrogenation of styrene and 1-octene in dimethyl sulfoxide (DMSO) and toluene was also studied to compare the solvent effect on catalytic system. The effect of some catalytic parameters such as temperature, H2 (g) pressure, and catalyst amount on the conversion was examined, and it was found that the conversion increased parallel to the increasing temperature and H2 pressure. The recyclability of catalysts was also investigated, and it was revealed that the Rh complex in particular maintained the activity for at least 10 cycles. Full article
(This article belongs to the Special Issue Organometallic Catalysis for Organic Synthesis)
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Open AccessFeature PaperArticle Highly Efficient Tetranuclear ZnII2LnIII2 Catalysts for the Friedel–Crafts Alkylation of Indoles and Nitrostyrenes
Catalysts 2016, 6(9), 140; doi:10.3390/catal6090140
Received: 26 July 2016 / Revised: 13 August 2016 / Accepted: 1 September 2016 / Published: 12 September 2016
Cited by 2 | PDF Full-text (1470 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
We demonstrate for the first time the high efficacy of tetranuclear ZnII2LnIII2 coordination clusters (CCs) as catalysts for the Friedel–Crafts (FC) alkylation of indoles with a range of trans-β-nitrostyrenes. The reaction proceeds in good to excellent yields
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We demonstrate for the first time the high efficacy of tetranuclear ZnII2LnIII2 coordination clusters (CCs) as catalysts for the Friedel–Crafts (FC) alkylation of indoles with a range of trans-β-nitrostyrenes. The reaction proceeds in good to excellent yields (76%–99%) at room temperature with catalyst loadings as low as 1.0 mol %. Full article
(This article belongs to the Special Issue Organometallic Catalysis for Organic Synthesis)
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Open AccessArticle Highly Efficient One-Pot Synthesis of 2,4-Disubstituted Thiazoles Using Au(I) Catalyzed Oxidation System at Room Temperature
Catalysts 2016, 6(8), 126; doi:10.3390/catal6080126
Received: 25 July 2016 / Revised: 13 August 2016 / Accepted: 15 August 2016 / Published: 20 August 2016
PDF Full-text (1915 KB) | HTML Full-text | XML Full-text
Abstract
In the present work, gold complex catalysts with Mor-DalPhos ligands were successfully prepared using mesylates as counter ions. Seven ammonium sulfonates were synthesized to promote the production of intermediate sulfonyloxymethyl ketone. It was found that low-acidity N,N-dimethylbenzenaminium methanesulfonate showed excellent
[...] Read more.
In the present work, gold complex catalysts with Mor-DalPhos ligands were successfully prepared using mesylates as counter ions. Seven ammonium sulfonates were synthesized to promote the production of intermediate sulfonyloxymethyl ketone. It was found that low-acidity N,N-dimethylbenzenaminium methanesulfonate showed excellent activity in the reaction. Furthermore, the catalysts effectively avoided the loss of activity due to the low acidity. Various thioamides were directly added to the resulting reaction mixture without the separation of intermediate product. Then, twenty kinds of 2,4-disubstituted thiazoles were efficiently synthesized at room temperature with the highest yield of 91%. This work provides an efficiency and mild gold-catalyzed oxidation system for the one-pot synthesis of thiazole and its derivatives. Full article
(This article belongs to the Special Issue Organometallic Catalysis for Organic Synthesis)
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Open AccessArticle Base-Free Selective Oxidation of Glycerol over LDH Hosted Transition Metal Complexes Using 3% H2O2 as Oxidant
Catalysts 2016, 6(7), 101; doi:10.3390/catal6070101
Received: 9 June 2016 / Revised: 8 July 2016 / Accepted: 12 July 2016 / Published: 15 July 2016
Cited by 2 | PDF Full-text (2155 KB) | HTML Full-text | XML Full-text
Abstract
A series of transition metal sulphonato-Schiff base complexes were intercalated into Mg–Al layered-double hydroxides (LDHs). The obtained catalysts were characterized by FTIR, XRD, N2 sorption, SEM and elemental analysis, and then were used in the selective oxidation of glycerol (GLY) using 3%
[...] Read more.
A series of transition metal sulphonato-Schiff base complexes were intercalated into Mg–Al layered-double hydroxides (LDHs). The obtained catalysts were characterized by FTIR, XRD, N2 sorption, SEM and elemental analysis, and then were used in the selective oxidation of glycerol (GLY) using 3% H2O2 as an oxidant. It was found that their catalytic performances were closely related to the loading of active complexes, the Schiff base ligands and the metal centers of the catalysts, as well as the reaction conditions. The optimal conversion of GLY was 85.0%, while the selectivity of 1,3-dihydroxyacetone (DHA) was 56.5%. Moreover, the catalysts could be reused at least 10 times. Full article
(This article belongs to the Special Issue Organometallic Catalysis for Organic Synthesis)
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