Organic Synthesis Using Transition Metals

Organic Synthesis Using Transition Metals PDF Author: Roderick Bates
Publisher: John Wiley & Sons
ISBN: 1119978939
Category : Science
Languages : en
Pages : 5

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Book Description
Transition metals open up new opportunities for synthesis, because their means of bonding and their reaction mechanisms differ from those of the elements of the s and p blocks. In the last two decades the subject has mushroomed - established reactions are seeing both technical improvements and increasing numbers of applications, and new reactions are being developed. The practicality of the subject is demonstrated by the large number of publications coming from the process development laboratories of pharmaceutical companies, and its importance is underlined by the fact that three Nobel prizes have been awarded for discoveries in this field in the 21st Century already. Organic Synthesis Using Transition Metals, 2nd Edition considers the ways in which transition metals, as catalysts and reagents, can be used in organic synthesis, both for pharmaceutical compounds and for natural products. It concentrates on the bond-forming reactions that set transition metal chemistry apart from "classical" organic chemistry. Each chapter is extensively referenced and provides a convenient point of entry to the research literature. Topics covered include: introduction to transition metals in organic synthesis coupling reactions C-H activation carbonylative coupling reactions alkene and alkyne insertion reactions electrophilic alkene and alkyne complexes reactions of alkyne complexes carbene complexes h3- or p-allyl -allyl complexes diene, dienyl and arene complexes cycloaddition and cycloisomerisation reactions For this second edition the text has been extensively revised and expanded to reflect the significant improvements and advances in the field since the first edition, as well as the large number of new transition metal-catalysed processes that have come to prominence in the last 10 years – for example the extraordinary progress in coupling reactions using “designer” ligands, catalysis using gold complexes, new opportunities arising from metathesis chemistry, and C-H activation – without neglecting the well established chemistry of metals such as palladium. Organic Synthesis Using Transition Metals, 2nd Edition will find a place on the bookshelves of advanced undergraduates and postgraduates working in organic synthesis, catalysis, medicinal chemistry and drug discovery. It is also useful for practising researchers who want to refresh and enhance their knowledge of the field.

Organic Synthesis Using Transition Metals

Organic Synthesis Using Transition Metals PDF Author: Roderick Bates
Publisher: John Wiley & Sons
ISBN: 1119978939
Category : Science
Languages : en
Pages : 5

Get Book Here

Book Description
Transition metals open up new opportunities for synthesis, because their means of bonding and their reaction mechanisms differ from those of the elements of the s and p blocks. In the last two decades the subject has mushroomed - established reactions are seeing both technical improvements and increasing numbers of applications, and new reactions are being developed. The practicality of the subject is demonstrated by the large number of publications coming from the process development laboratories of pharmaceutical companies, and its importance is underlined by the fact that three Nobel prizes have been awarded for discoveries in this field in the 21st Century already. Organic Synthesis Using Transition Metals, 2nd Edition considers the ways in which transition metals, as catalysts and reagents, can be used in organic synthesis, both for pharmaceutical compounds and for natural products. It concentrates on the bond-forming reactions that set transition metal chemistry apart from "classical" organic chemistry. Each chapter is extensively referenced and provides a convenient point of entry to the research literature. Topics covered include: introduction to transition metals in organic synthesis coupling reactions C-H activation carbonylative coupling reactions alkene and alkyne insertion reactions electrophilic alkene and alkyne complexes reactions of alkyne complexes carbene complexes h3- or p-allyl -allyl complexes diene, dienyl and arene complexes cycloaddition and cycloisomerisation reactions For this second edition the text has been extensively revised and expanded to reflect the significant improvements and advances in the field since the first edition, as well as the large number of new transition metal-catalysed processes that have come to prominence in the last 10 years – for example the extraordinary progress in coupling reactions using “designer” ligands, catalysis using gold complexes, new opportunities arising from metathesis chemistry, and C-H activation – without neglecting the well established chemistry of metals such as palladium. Organic Synthesis Using Transition Metals, 2nd Edition will find a place on the bookshelves of advanced undergraduates and postgraduates working in organic synthesis, catalysis, medicinal chemistry and drug discovery. It is also useful for practising researchers who want to refresh and enhance their knowledge of the field.

Development of Transitional Metal-catalyzed Reactions for Organic Synthesis

Development of Transitional Metal-catalyzed Reactions for Organic Synthesis PDF Author: Matthew Paul Rainka
Publisher:
ISBN:
Category :
Languages : en
Pages : 260

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Book Description
Chapter 1. A general catalyst system for the synthesis of tetra-ortho-substituted biaryls via the Suzuki-Miyaura cross-coupling reaction is described. It was found that the most efficient catalyst system is based on a phenanthrene-substituted biaryl phosphine ligand. Utilizing this ligand, a number of tetra-ortho-substituted biaryls were synthesized in good to excellent yields. Chapter 2. A procedure for the arylation of methyl and cyclic ketone enolates with o-halonitroarenes was developed. An unusual additive effect of phenols on the outcome of the reaction was observed and explored. This process has provided for the regioselective synthesis of a wide variety of substituted indoles from commercially available materials. Chapter 3. The first method for the asymmetric copper-catalyzed conjugate reduction of [alpha], [beta] unsaturated esters containing [beta]-heteroatoms was developed. We found that this system tolerated the presence of both lactams as well as azaheterocycles in the [beta]-position of various enoates. This has led to the asymmetric synthesis of a number of interesting [5- amino acid derivatives. Chapter 4. A copper-catalyzed conjugate reduction reaction that allows for a variety of [gamma]-aryl containing [alpha], [beta]-unsaturated butenolides to be reduced in both high enantiomeric and diastereomeric excess was developed. While a number of catalysts based on chiral bisphosphines were found to successfully perform this transformation, optimal enantioselectivity was obtained when employing the commercially SYNPHOS ligand.

Transition Metal Reagents and Catalysts

Transition Metal Reagents and Catalysts PDF Author: Jiro Tsuji
Publisher: John Wiley & Sons
ISBN: 9780471560272
Category : Science
Languages : en
Pages : 500

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Book Description
Im Laufe der vergangenen 35 Jahre wurden unzahlige Synthesewege entwickelt, bei denen Ubergangsmetallkomplexe entweder als Reagenzien oder als Katalysatoren fungieren. Dieses Buch bietet besonders denjenigen Synthesechemikern interessante und moderne Einblicke, die bisher noch nicht mit den vielfaltigen Moglichkeiten der Organometallchemie mit Ubergangsmetallen vertraut sind. Zu wichtigen ubergangsmetallkatalysierten Reaktionen werden Anwendungsbeispiele diskutiert. (01/00)

Science of Synthesis: N-Heterocyclic Carbenes in Catalytic Organic Synthesis Vol. 1

Science of Synthesis: N-Heterocyclic Carbenes in Catalytic Organic Synthesis Vol. 1 PDF Author: Steven Nolan
Publisher: Thieme
ISBN: 3132013315
Category : Science
Languages : en
Pages : 807

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Book Description
The field of N-heterocyclic carbenes, whether in transition-metal catalysis or organocatalysis, is rapidly evolving towards applications, but is also still very active on the catalyst development front. Significant advances have been made over the past two decades and the development of these reactions has dramatically improved the efficiency of organic synthesis. N-Heterocyclic carbene based catalysts are now widely applied in the area of synthesis of both natural products and therapeutic agents. Science of Synthesis: N-Heterocyclic Carbenes in Catalytic Organic Synthesis presents the most commonly used and significant metal- or non-metal-catalyzed reactions for modern organic synthesis. The basic principles and current state-of-the-art of the methods are covered. Scope, limitations, and mechanism of these reactions are discussed and key experimental procedures are included. Typical examples of target synthesis are often provided to show the utility and inspire further applications.

Advances in Transition-Metal Mediated Heterocyclic Synthesis

Advances in Transition-Metal Mediated Heterocyclic Synthesis PDF Author: Daniel Sole
Publisher: Academic Press
ISBN: 0128116528
Category : Science
Languages : en
Pages : 368

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Book Description
Advances in Transition-Metal Mediated Heterocyclic Synthesis provides an overview of recent catalytic reactions involving transition metals to produce heterocyclic compounds. The book is organized according to the type of transformation used to achieve the synthesis of the heterocyclic systems (mainly aza- and oxa-heterocycles). As such, it covers recent applications on the synthesis of heterocycles, also describing the details of the novel transformations in a didactic manner to motivate readers in search of new catalytic processes. The editors have included state-of-the-art strategies, including transition-metal reactions involving unsaturated systems (reactions of allenes, new gold(I)-catalyzed reactions, and Prins reaction). Chapters highlight the versatility of organopalladium chemistry dealing with carbonylative transformations, C-H activation reactions, coupling processes, and the control of the ambiphilic character of organopalladium species. Finally, the book discusses new reactions leading to heterocycles based on C-H activation processes catalyzed by other metals (Rh, Ru, Co). Written by an outstanding team of authors who are leading experts in organometallic chemistry and organic synthesis, this book is a valuable resource not only for chemists mainly focused on synthesis, but also for those interested in reaction mechanisms involving transition metals. - Helpfully organized by transformation type to stimulate the search for new synthetic processes - Completely illustrated and written by global experts - Includes thoughtfully selected strategies chosen by the editors to exemplify the state-of-the-art of the subject, including transition-metal reactions involving unsaturated systems, organopalladium chemistry, and metal-catalyzed C-H activation

Transition Metal Catalysis for Organic Synthesis

Transition Metal Catalysis for Organic Synthesis PDF Author: Stephen Spinella
Publisher:
ISBN:
Category : Organic compounds
Languages : en
Pages : 57

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Book Description
Transition metal-catalyzed reactions are one of the most powerful and direct approaches for the synthesis of organic molecules. During the past several decades, phosphorus containing ligands have been extensively used in transition metal catalyzed C-C and C-H bond forming reactions. Development of new phosphine ligands for palladium cross coupling and also methodology for C-H activation strategies will be the focus of this dissertation. A variety of triazole containing monophosphine ligands have been prepared via efficient 1,3-dipolar cycloaddition of readily available azides and acetylenes. Their palladium complexes provided excellent yields in the amination reactions (up to 98% yield) and Suzuki-Miyaura coupling reactions (up to 99% yield) of unactivated aryl chlorides. A CAChe model for one of the Pd-complexes shows that the likelihood of a Pd-arene interaction might be a rationale for its high catalytic reactivity. A main goal for Organic chemists is to develop and utilize efficient and atom-economical methods for the elaboration of complex structures from simple and readily available starting materials. C-H bonds are the most fundamental linkage in organic chemistry and recently tremendous strides have been have been made in the functionalization of C-H bonds. A central goal in the development of any new methodology is synthetic utility, which has been difficult to achieve with C-H activation strategies because of the inherent stability of C-H bond. Aryl carboxylic acid derivatives are very prevalent in industrial and pharmaceuticals and thus a direct C-H activation approach would be very desirable. A general protocol for the rhodium-catalyzed oxidative carbonylation of arenes to form esters has been developed. A broad substrate scope has been demonstrated allowing carbonylation of electron rich, electron-poor, and heterocyclic arenes, and the reaction shows wide functional group tolerance and excellent regioselectivities. Up to 96% yield of ortho-substituted aryl or heteroaryl carboxylic esters were obtained with this methodology. The possible mechanism for the rhodium-catalyzed oxidative carbonylation reaction was proposed in this article. Studies show that Oxone play an important role in the transformation. We have developed a new C2-symmetric monophosphine ligand based upon a C3* tunephos backbone. The ligand was available in several steps from commercially available starting materials. In future studies this ligand was be tested for its use in chiral cross coupling reactions.

Theoretical Aspects of Transition Metal Catalysis

Theoretical Aspects of Transition Metal Catalysis PDF Author: Gernot Frenking
Publisher: Springer Science & Business Media
ISBN: 9783540235101
Category : Science
Languages : en
Pages : 284

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Book Description
Transition metal catalysis belongs to the most important chemical research areas because a ubiquitous number of chemical reactions are catalyzed by transition metal compounds. Many efforts are being made by industry and academia to find new and more efficient catalysts for chemical processes. Transition metals play a prominent role in catalytic research because they have been proven to show an enormous diversity in lowering the activation barrier for chemical reactions. For many years, the search for new catalysts was carried out by trial and error, which was costly and time consuming. The understanding of the mechanism of the catalytic process is often not very advanced because it is difficult to study the elementary steps of the catalysis with experimental techniques. The development of modern quantum chemical methods for calculating possible intermediates and transition states was a breakthrough in gaining an understanding of the reaction pathways of transition metal catalyzed reactions. This volume, organized into eight chapters written by leading scientists in the field, illustrates the progress made during the last decade. The reader will obtain a deep insight into the present state of quantum chemical research in transition metal catalysis.

Science of Synthesis: N-Heterocyclic Carbenes in Catalytic Organic Synthesis Vol. 2

Science of Synthesis: N-Heterocyclic Carbenes in Catalytic Organic Synthesis Vol. 2 PDF Author: Steven Nolan
Publisher: Thieme
ISBN: 3132414034
Category : Science
Languages : en
Pages : 816

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Book Description
The field of N-heterocyclic carbenes, whether in transition-metal catalysis or organocatalysis, is rapidly evolving towards applications, but is also still very active on the catalyst development front. Significant advances have been made over the past two decades and the development of these reactions has dramatically improved the efficiency of organic synthesis. N-Heterocyclic carbene based catalysts are now widely applied in the area of synthesis of both natural products and therapeutic agents. "Science of Synthesis: N-Heterocyclic Carbenes in Catalytic Organic Synthesis" presents the most commonly used and significant metal- or non-metal-catalyzed reactions for modern organic synthesis. The basic principles and current state-of-the-art of the methods are covered. Scope, limitations, and mechanism of these reactions are discussed and key experimental procedures are included. Typical examples of target synthesis are often provided to show the utility and inspire further applications.

Inventing Reactions

Inventing Reactions PDF Author: Lukas J. Gooßen
Publisher: Springer
ISBN: 3642342868
Category : Science
Languages : en
Pages : 345

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Book Description
Barry Trost: Transition metal catalyzed allylic alkylation.- Jeffrey W. Bode: Reinventing Amide Bond Formation.- Naoto Chatani and Mamoru Tobisu: Catalytic Transformations Involving the Cleavage of C-OMe Bonds.- Gregory L. Beutner and Scott E. Denmark: The Interplay of Invention, Observation and Discovery in the Development of Lewis Base Activation of Lewis Acids for Catalytic Enantioselective Synthesis.- David R. Stuart and Keith Fagnou: The Discovery and Development of a Palladium(II)-Catalyzed Oxidative Cross-Coupling of Two Unactivated Arenes.- Lukas Gooßen and Käthe Gooßen: Decarboxylative Cross-Coupling Reactions.- A. Stephen K. Hashmi: Gold-Catalyzed Organic Reactions.- Ben List: Developing Catalytic Asymmetric Acetalizations.- Steven M. Bischof, Brian G. Hashiguchi, Michael M. Konnick, and Roy A. Periana: The De NovoDesign of CH Bond Hydroxylation Catalysts.- Benoit Cardinal-David, Karl A. Scheidt: Carbene Catalysis: Beyond the Benzoin and Stetter Reactions.- Kenso Soai and Tsuneomi Kawasaki: Asymmetric autocatalysis of pyrimidyl alkanol.- Douglas C. Behenna and Brian M. Stoltz: Natural Products as Inspiration for Reaction Development: Catalytic Enantioselective Decarboxylative Reactions of Prochiral Enolate Equivalents. Hisashi Yamamoto: Acid Catalysis in Organic Synthesis.

Catalyst Immobilization

Catalyst Immobilization PDF Author: Maurizio Benaglia
Publisher: John Wiley & Sons
ISBN: 3527345094
Category : Technology & Engineering
Languages : en
Pages : 492

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Book Description
A comprehensive resource on techniques and applications for immobilizing catalysts Catalyst Immobilization: Methods and Applications covers catalyst immobilization topics including technologies, materials, characterization, chemical activity, and recyclability. The book also presents innovative applications for supported catalysts, such as flow chemistry and machine-assisted organic synthesis. Written by an international panel of expert contributors, this book outlines the general principles of catalyst immobilization and explores different types of supports employed in catalyst heterogenization. The book?s chapters examine the immobilization of chiral organocatalysts, reactions in flow reactors, 3D printed devices for catalytic systems, and more. Catalyst Immobilization offers a modern vision and a broad and critical view of this exciting field. This important book: -Offers a guide to supported and therefore recyclable catalysts, which is one of the most important tools for developing a highly sustainable chemistry -Presents various immobilization techniques and applications -Explores new trends, such as 3D printed devices for catalytic systems -Contains information from a leading international team of authors Written for catalytic chemists, organic chemists, process engineers, biochemists, surface chemists, materials scientists, analytical chemists, Catalyst Immobilization: Methods and Applications presents the latest developments and includes a review of the innovative trends such as flow chemistry, reactions in microreactors, and beyond.