Synthesis and Characterization of a CCC-NHC Manganese Complex and Its Catalytic Activity in Alpha-alkylation Reactions of Ketones Using Alcohols – Acceptorless Dehydrogenative Coupling Reaction

Synthesis and Characterization of a CCC-NHC Manganese Complex and Its Catalytic Activity in Alpha-alkylation Reactions of Ketones Using Alcohols – Acceptorless Dehydrogenative Coupling Reaction
Author: Thi Bao Tran Nguyen
Publisher:
Total Pages: 0
Release: 2021
Genre:
ISBN:
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N-heterocyclic carbenes are essential for the synthesis and stabilization of various metal complexes due to the tendency to act as sigma-donor of sp2 hybridized lone pair in carbene into sigma-accepting orbital of metals. Meanwhile, the electronic and steric properties of pincer complexes can be fine-tuned by modifying three sites bonded to the metals. Utilizing advantages of both NHCs and the pincer structures, NHCs-based pincer complexes have become increasingly developed in recent years. After the discovery of zirconium and rhodium complexes with CCC-NHC backbones reported in 2005, Hollis’s group has been interested in applying the CCC-NHC pincer precursor for other transition metals. Manganese, the third most abundant transition metal in the earth’s crust, has lower cost and less toxic features compared to most of the others. Herein, the CCC-NHCs manganese pincer complex is synthesized and characterized and its catalytic activity in alpha- alkylation reaction of ketones using alcohols was studied.

Manganese Catalysis in Organic Synthesis

Manganese Catalysis in Organic Synthesis
Author: Jean-Baptiste Sortais
Publisher: John Wiley & Sons
Total Pages: 372
Release: 2021-12-20
Genre: Technology & Engineering
ISBN: 3527347305
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Manganese Catalysis in Organic Synthesis A must-read reference for anyone interested in catalyst design and sustainable organic synthesis In Manganese Catalysis in Organic Synthesis, distinguished researcher Jean-Baptiste Sortais delivers an insightful and robust overview of the use of manganese in homogenous catalysis. The editor includes papers from authoritative academics describing the organometallic precursors used to develop manganese catalysts and covers critical applications in organic synthesis, including reduction to oxidation reactions, C-C, C-N, C-X bond formation reactions, cross-coupling reactions, C-H bond activation to dihydroxylation and epoxidation reactions. Manganese Catalysis in Organic Synthesis is a practical resource for every organic chemist in academia and industry with an interest in non-noble metal catalysis, organic synthesis, and sustainable chemistry. It is intuitively and clearly organized, covering the most important synthetic procedures using homogenous manganese catalysts. It is also the ideal companion to works like Cobalt Catalysis in Organic Synthesis, Nickel Catalysis in Organic Synthesis, and Iron Complexes in Catalysis. Readers will also enjoy: Thorough introductions to organometallic manganese compounds in organic synthesis and manganese-catalyzed hydrogenation and hydrogen transfer reactions A comprehensive exploration of manganese-catalyzed hydrogen borrowing reactions and dehydrogenative coupling reactions Practical discussions of manganese-catalyzed hydrosilylation and hydroboration reactions and manganese-catalyzed electro- and photocatalysis transformations In-depth examinations of manganese-catalyzed C-H oxygenation reactions and manganese-catalyzed organometallic C-H activation Insightful treatments of manganese-catalyzed cross-coupling processes and manganese(III) acetate mediated cyclizations Perfect for catalytic, organic, and pharmaceutical chemists, Manganese Catalysis in Organic Synthesis deserves a place in the libraries of researchers and professionals interested in catalyst design and sustainable organic synthesis.

Design, Synthesis and Characterization of Chiral CCC-NHC Transition Metal Complexes and Catalytic Activity

Design, Synthesis and Characterization of Chiral CCC-NHC Transition Metal Complexes and Catalytic Activity
Author: Gopalakrishna Akurathi
Publisher:
Total Pages: 177
Release: 2016
Genre:
ISBN:
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The first stable "free" N-heterocyclic carbene (NHC) was isolated in 1991, since then many classes of NHCs were synthesized and isolated. N-heterocyclic carbene ligands have become a common ligand in the synthesis of metal complexes, due to their strong [Sigma]-donation with poor [pi]-acceptor ability. Among all the NHC metal complexes, Hollis group was interested in exploring CCC-NHC pincer complexes. In 2005, Hollis and co-workers synthesized and isolated first achiral CCC-NHC zirconium pincer amido complex and studied its catalytic ability to perform intramolecular hydroamination of aminoalkenes. Later, Hollis group designed and developed new NHCs with a saturated chiral backbone, and used these new ligands to generate a new series of metal complexes. This dissertation is focused on the design, synthesis and characterization of several chiral bi-dentate NHC ligands with varying substituents on the backbone. These NHC ligands were used to synthesize several chiral mono, bis and tris amido CCC-NHC zirconium pincer complexes. Further, transmetallation to cobalt complexes were achieved. Intramolecular hydroamination was measured for several chiral bis and tris amido CCC-NHC pincer zirconium catalysts. Variants of these catalytic systems were generated with differing steric hinderance and electronic structure. The enantioselectivity of these novel new molecules were studied.

Synthesis, Characterization, and Reactivity of Manganese(II) Complexes Containing N-heterocyclic Carbene Ligands

Synthesis, Characterization, and Reactivity of Manganese(II) Complexes Containing N-heterocyclic Carbene Ligands
Author: Venkateswaran Mahesh Krishnan
Publisher:
Total Pages: 74
Release: 2013
Genre:
ISBN:
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A series of divalent manganese complexes containing N -heterocyclic carbene (NHC) ligands were synthesized and characterized in solution and the solid state. Chlorido complexes of Mn(II) containing the NHC ligands 1,3-dimesitylimidazol-2-ylidene (IMes) and 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene (IPr) were prepared in straightforward fashion by direct carbene addition to MnCl 2 (thf)1.5. The chlorido complexes were found to be ineffective precatalysts in Kumada-type coupling reactions of simple aryl halides. Cyclic voltammetry studies of one of the chloride complexes, [MnCl2 (IMes)2 ], demonstrate no electrochemically accessible reduction events in tetrahydrofuran, possibly accounting for the lack of catalytic activity. Chlorido complexes containing both IMes and IPr ligands serve as precursors to alkyl and aryl compounds of Mn(II). Characterization of the alkyl and aryl complexes is reported, and comparisons are made between these complexes and similar compounds in the chemical literature.

Synthesis and Catalytic Activity of CCC-NHC Group 9 Metal Pincer Complexes

Synthesis and Catalytic Activity of CCC-NHC Group 9 Metal Pincer Complexes
Author: Sean William Reilly
Publisher:
Total Pages: 244
Release: 2015
Genre:
ISBN:
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N-Heterocyclic carbenes (NHCs) are one of the few ligand systems that can finely tune transition metal catalysts via sterics and electronics. The strong sigma-donating properties of these ancillary ligands allow the development of robust tridentate NHC pincer framework, which has emerged as an alternative to the phosphine pincer ligands. The combination of NHC and pincer systems has resulted in a new generation of catalytically active organometallic complexes reported throughout the literature. CCC-NHC Rh pincer complexes were found to be catalytically active in C-C and C-B bond formation via 1,4-addition reactions. In addition, the in-situ generated CCC-NHC Ir(H) pincer complex demonstrated catalytic activity in borylation of arene C-H bonds. Preliminary results are comparable to the C-H borylation results published by Hartwig and co-workers. The CCC-NHC Ir(H) pincer complex may also prove to be a suitable catalyst for alkane dehydrogenation, due to framework similarities of the highly active and durable PCP and POCOP pincer hydride systems. Expansion of group 9 metal sources for transmetalation of the CCC-NHC Zr pincer complex afforded the development of CCC-NHC Rh(CO) and CCC-NHC Co complexes. Group 9 metal carbonyl complexes have been reported as active catalysts in photocatalytic C-H activation of small molecules. Testing of Co sources for transmetalation afforded three rare Co pincer complexes, and the first examples of CCC-NHC Co pincer complexes to date. Development of CCC-NHC pincer complexes with base metals provide cost-effect alternatives to pincer systems with precious metal centers, and is reported herein.

Modern Carbonyl Chemistry

Modern Carbonyl Chemistry
Author: Junzo Otera
Publisher: John Wiley & Sons
Total Pages: 632
Release: 2008-11-21
Genre: Science
ISBN: 3527613277
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The carbonyl group is undoubtedly one of the most important functional groups in organic chemistry, both in its role as reactive center for synthesis or derivatisation and as crucial feature for special structural or physiological properties. Vast and profound progress has been made in all aspects modern carbonyl chemistry. These achievements are, however, rather dispersed in the literature and it is often not easy for the researcher obtain a comprehensive overview of a relevant topic. Modern Carbonyl Chemistry overcomes this inconvenience by collating the information for appropriate themes. In this work internationally renowned experts and leaders in the field have surveyed recent aspects and modern features in carbonyl chemistry, such as cascade-reactions, one-pot-syntheses, recognition, or site differentiation.

The Diels-Alder Reaction

The Diels-Alder Reaction
Author: Francesco Fringuelli
Publisher: John Wiley & Sons
Total Pages: 364
Release: 2002-01-21
Genre: Science
ISBN: 9780471803430
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70 Jahre Forschung an der Diels-Alder-Reaktion: Dieses Buch fasst die wichtigsten und beeindruckendsten Ergebnisse in einzigartiger Weise zusammen! Zunächst werden die Grundprinzipien der Reaktion klar und verständlich anhand übersichtlicher Graphiken erläutert. Spezielle Vorschriften und gegebenenfalls ihre industrielle Umsetzung werden anschließend erklärt. Einen Schwerpunkt bilden auch physikalische und katalytische Verfahren zur Steigerung der Selektivität der Reaktion. Cycloadditionen in konventionellen und unkonventionellen Medien werden vorgestellt. Mit über 1.000 Literaturverweisen!

C-H Bond Activation and Catalytic Functionalization II

C-H Bond Activation and Catalytic Functionalization II
Author: Pierre H. Dixneuf
Publisher: Springer
Total Pages: 213
Release: 2016-03-10
Genre: Science
ISBN: 3319293192
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The series Topics in Organometallic Chemistry presents critical overviews of research results in organometallic chemistry. As our understanding of organometallic structure, properties and mechanisms increases, new ways are opened for the design of organometallic compounds and reactions tailored to the needs of such diverse areas as organic synthesis, medical research, biology and materials science. Thus the scope of coverage includes a broad range of topics of pure and applied organometallic chemistry, where new breakthroughs are being achieved that are of significance to a larger scientific audience. The individual volumes of Topics in Organometallic Chemistry are thematic. Review articles are generally invited by the volume editors. All chapters from Topics in Organometallic Chemistry are published OnlineFirst with an individual DOI. In references, Topics in Organometallic Chemistry is abbreviated as Top Organomet Chem and cited as a journal.

Pincer-Metal Complexes

Pincer-Metal Complexes
Author: Akshai Kumar
Publisher: Elsevier
Total Pages: 245
Release: 2021-11-11
Genre: Science
ISBN: 0128220929
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Pincer-Metal Complexes: Applications in Catalytic Dehydrogenation Chemistry provides an overview of pincer-metal catalytic systems that transform hydrocarbons and their derivatives from an synthetic and mechanistic point-of-view. This book provides thorough coverage of the operating mechanisms and dehydrogenation catalyst compatibility in both functionalized and unfunctionalized hydrocarbon systems. In addition, it includes success stories of pincer-metal systems, as well as current and future challenges. The book is an ideal reference for researchers practicing synthetic organic chemistry, inorganic chemistry, organometallic chemistry and catalysis in academia and industry. In recent years there has been a surge in the research on hydrocarbon dehydrogenation catalytic systems that are compatible with polar substituents. This helps facilitate formulation of tandem processes that are not limited to hydrocarbon transformation but also to hydrocarbon functionalization in a single pot. Covers applications of pincer-metal complexes in organic transformations Includes pincer-group 8 and 9 metal complexes for alkane dehydrogenations Features a discussion of pincer-metal complexes for the dehydrogenation of functionalized hydrocarbons and electro-catalytic transformations