Development of Novel Transition Metal-catalyzed Cross-coupling Reactions and Applications Thereof

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Publisher :
ISBN 13 :
Total Pages : 298 pages
Book Rating : 4.:/5 (861 download)

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Book Synopsis Development of Novel Transition Metal-catalyzed Cross-coupling Reactions and Applications Thereof by : Georgiy Teverovskiy

Download or read book Development of Novel Transition Metal-catalyzed Cross-coupling Reactions and Applications Thereof written by Georgiy Teverovskiy and published by . This book was released on 2013 with total page 298 pages. Available in PDF, EPUB and Kindle. Book excerpt: Chapter 1 The first example of Pd(0)/(II) catalyzed fluorination of aryl bromides is reported herein. Based on these data, an analogous method was developed for the fluorination of aryl triflates. The reaction proceeds under mild conditions and represents the first report of reductive elimination from a Pd(II) center of a C-F bond. Chapter 2 Herein we report the first example of a Pd-catalyzed synthesis of aryl trifluoromethyl sulfides. A wide range of aryl bromides are converted to their corresponding trifluoromethyl sulfides in good to excellent yields. Furthermore, we were successful in synthesizing an intermediate in the synthesis of Toltrazuril in two steps from commercially available starting materials. Chapter 3 The development of a novel precatalyst for Ni-catalyzed C-N bond formation is described herein. Furthermore, the substrate scope of the reaction has been expanded to include a wide range of nucleophiles and electrophiles. Finally, we report the first use of weak base in the Nicatalyzed arylation of anilines. Chapter 4 The development of a novel triptycene-based hole-transport material is reported. Computational as well as preliminary photophysical and voltammetric data suggests that this class of compounds could serve as an excellent host material for blue triplet emitters.

Transition Metal-Catalyzed Couplings in Process Chemistry

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Publisher : John Wiley & Sons
ISBN 13 : 3527658920
Total Pages : 1 pages
Book Rating : 4.5/5 (276 download)

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Book Synopsis Transition Metal-Catalyzed Couplings in Process Chemistry by : Javier Magano

Download or read book Transition Metal-Catalyzed Couplings in Process Chemistry written by Javier Magano and published by John Wiley & Sons. This book was released on 2013-07-03 with total page 1 pages. Available in PDF, EPUB and Kindle. Book excerpt: Transition metal-catalyzed coupling reactions have a rich history that led to the awarding of the 2010 Nobel Prize in Chemistry to Professors Suzuki, Heck, and Negishi for their pioneering contributions to the field. The coming of age of this active area of research is showcased in this book through case studies in which process chemists from the pharmaceutical industry share their personal experiences developing their own transition metal-catalyzed couplings for the large-scale manufacture of active pharmaceutical ingredients. Authors from Pfizer, Merck, Boehringer-Ingelheim, Novartis, Amgen, GSK, AstraZeneca, and other companies describe the evolution of robust coupling processes from inception through early and late development, including commercial routes where applicable. This book covers a wide range of coupling transformations while capturing the lessons learned from each process. Every case study details the optimization of at least one transition metal-catalyzed coupling while elaborating on issues such as design of experiments, scalability and throughput, product purification, process safety, and waste management. The important issue of metal removal and the different technologies available to accomplish this goal are also addressed. Finally, a section covers novel technologies for cross-coupling with high potential for future applications on a large scale, such as microwave and flow chemistry as well as green cross-couplings performed in water. With Forewords by Stephen L. Buchwald, Massachusetts Institute of Technology, Trevor Laird, Editor of Organic Process Research and Development and Neal G. Anderson, Anderson's Process Solutions LLC.

Transition Metal Catalyzed Oxidative Cross-Coupling Reactions

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Publisher : Springer
ISBN 13 : 3662581043
Total Pages : 198 pages
Book Rating : 4.6/5 (625 download)

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Book Synopsis Transition Metal Catalyzed Oxidative Cross-Coupling Reactions by : Aiwen Lei

Download or read book Transition Metal Catalyzed Oxidative Cross-Coupling Reactions written by Aiwen Lei and published by Springer. This book was released on 2018-12-14 with total page 198 pages. Available in PDF, EPUB and Kindle. Book excerpt: This book is a comprehensive text covering the research and development trends in the booming field of transition metal catalyzed oxidative cross-coupling reactions. Oxidative cross-coupling reaction is a new method to forming chemical bonds besides the traditional cross-coupling reactions. This book provides the answers to how this coupling reaction occurs and what its advantages are. The palladium, copper and iron catalyzed oxidative cross-coupling reactions as the main focuses of interest are described in detail. The oxidative cross-coupling reactions catalyzed by other metals and transition-metal-free oxidative coupling reactions are also introduced.This book provides a useful reference source for researchers and graduates in the field of transition metal catalyzed coupling reactions. It is also valuable to researchers working in pharmaceutical companies, fine organic chemical companies, and etc.

Metal Catalyzed Cross-Coupling Reactions and More

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Publisher : John Wiley & Sons
ISBN 13 : 3527655603
Total Pages : 1640 pages
Book Rating : 4.5/5 (276 download)

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Book Synopsis Metal Catalyzed Cross-Coupling Reactions and More by : Armin de Meijere

Download or read book Metal Catalyzed Cross-Coupling Reactions and More written by Armin de Meijere and published by John Wiley & Sons. This book was released on 2013-12-04 with total page 1640 pages. Available in PDF, EPUB and Kindle. Book excerpt: This three volume book is the follow-up handbook to the bestselling volume "Metal-Catalyzed Cross-Coupling Reactions", the definitive reference in the field. In line with the enormous developments in this area, this is not a new edition, but rather a new book in three volumes with over 50% more content. This new content includes C-H activation, shifting the focus away from typical cross-coupling reactions, while those topics and chapters found in de Meijere/Diederich's book have been updated and expanded. With its highly experienced editor team and the list of authors reading like an international Who's-Who in the field, this work will be of great interest to every synthetic chemist working in academia and industry.

Transition Metal Catalyzed Cross-Coupling Reactions

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Publisher : Mdpi AG
ISBN 13 : 9783036525778
Total Pages : 104 pages
Book Rating : 4.5/5 (257 download)

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Book Synopsis Transition Metal Catalyzed Cross-Coupling Reactions by : Ioannis D Kostas

Download or read book Transition Metal Catalyzed Cross-Coupling Reactions written by Ioannis D Kostas and published by Mdpi AG. This book was released on 2021-12-23 with total page 104 pages. Available in PDF, EPUB and Kindle. Book excerpt: Transition metal-catalyzed cross-coupling reactions have proved to be powerful tools for carbon-carbon as well as carbon-heteroatom bond formation in the development of synthetic methodologies for applications ranging from pharmaceuticals to materials. This book, consisting of an editorial, two reviews and two articles, focuses on recent promising research and novel trends in the field of cross-coupling reactions, employing a range of different catalysts. A review by Kostas and Steele provides a survey of the research in the area of cross-coupling catalytic reactions with transition metal complexes based on the thiosemicarbazone unit and a discussion of the prospects for future developments. Another review by Polychronopoulou, Shaya and co-authors describes the progress made over the 21st century concerning the utilization of C(sp3)-organoboranes as partners in metal-catalyzed C(sp3)-C(sp2) cross-couplings, such as B-alkyl Suzuki-Miyaura reactions. The article by Waldvogel, Breinbauer and co-authors demonstrates for the first time the synthetic potential of combining the electro-oxidative dehydrogenative cross coupling of ortho-substituted phenols with Pd-catalyzed cross-coupling reactions. In the second article, Stĕpnička and co-workers describe the preparation of palladium catalysts deposited over silica gel-bearing composite amide-donor functional moieties on the surface, which were evaluated in the Sonogashira-type cross-coupling of acyl chlorides with terminal alkynes.

Transition Metal-Catalyzed Carbene Transformations

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Publisher : John Wiley & Sons
ISBN 13 : 3527347992
Total Pages : 450 pages
Book Rating : 4.5/5 (273 download)

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Book Synopsis Transition Metal-Catalyzed Carbene Transformations by : Jianbo Wang

Download or read book Transition Metal-Catalyzed Carbene Transformations written by Jianbo Wang and published by John Wiley & Sons. This book was released on 2022-05-16 with total page 450 pages. Available in PDF, EPUB and Kindle. Book excerpt: Presents an up-to-date overview of the rapidly growing field of carbene transformations Carbene transformations have had an enormous impact on catalysis and organometallic chemistry. With the growth of transition metal-catalyzed carbene transformations in recent decades, carbene transformations are today an important compound class in organic synthesis as well as in the pharmaceutical and agrochemical industries. Edited by leading experts in the field, Transition Metal-Catalyzed Carbene Transformations is a thorough summary of the most recent advances in the rapidly expanding research area. This authoritative volume covers different reaction types such as ring forming reactions and rearrangement reactions, details their conditions and properties, and provides readers with accurate information on a wide range of carbene reactions. Twelve in-depth chapters address topics including carbene C-H bond insertion in alkane functionalization, the application of engineered enzymes in asymmetric carbene transfer, progress in transition-metal-catalyzed cross-coupling using carbene precursors, and more. Throughout the text, the authors highlight novel catalytic systems, transformations, and applications of transition-metal-catalyzed carbene transfer. Highlights the dynamic nature of the field of transition-metal-catalyzed carbene transformations Summarizes the catalytic radical approach for selective carbene cyclopropanation, high enantioselectivity in X-H insertions, and bio-inspired carbene transformations Introduces chiral N,N'-dioxide and chiral guanidine-based catalysts and different transformations with gold catalysis Discusses approaches in cycloaddition reactions with metal carbenes and polymerization with carbene transformations Outlines multicomponent reactions through gem-difunctionalization and transition-metal-catalyzed cross-coupling using carbene precursors Transition Metal-Catalyzed Carbene Transformations is essential reading for all chemists involved in organometallics, including organic and inorganic chemists, catalytic chemists, and chemists working in industry.

Applications of Transition Metal Catalysis in Drug Discovery and Development

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Publisher : John Wiley & Sons
ISBN 13 : 0470631325
Total Pages : 386 pages
Book Rating : 4.4/5 (76 download)

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Book Synopsis Applications of Transition Metal Catalysis in Drug Discovery and Development by : Matthew L. Crawley

Download or read book Applications of Transition Metal Catalysis in Drug Discovery and Development written by Matthew L. Crawley and published by John Wiley & Sons. This book was released on 2012-07-03 with total page 386 pages. Available in PDF, EPUB and Kindle. Book excerpt: This book focuses on the drug discovery and development applications of transition metal catalyzed processes, which can efficiently create preclinical and clinical drug candidates as well as marketed drugs. The authors pay particular attention to the challenges of transitioning academically-developed reactions into scalable industrial processes. Additionally, the book lays the groundwork for how continued development of transition metal catalyzed processes can deliver new drug candidates. This work provides a unique perspective on the applications of transition metal catalysis in drug discovery and development – it is a guide, a historical prospective, a practical compendium, and a source of future direction for the field.

Metal-catalyzed Cross-coupling Reactions

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Publisher : John Wiley & Sons
ISBN 13 : 3527612203
Total Pages : 540 pages
Book Rating : 4.5/5 (276 download)

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Book Synopsis Metal-catalyzed Cross-coupling Reactions by : François Diederich

Download or read book Metal-catalyzed Cross-coupling Reactions written by François Diederich and published by John Wiley & Sons. This book was released on 2008-07-11 with total page 540 pages. Available in PDF, EPUB and Kindle. Book excerpt: Carbon-carbon bond forming reactions are arguably the most important processes in chemistry, as they represent key steps in the building of complex molecules from simple precursors. Among these reactions, metal-catalyzed cross-coupling reactions are extensively employed in a wide range of areas of preparative organic chemistry, ranging from the synthesis of complex natural products, to supramolecular chemistry, and materials science. In this work, a dozen internationally renowned experts and leaders in the field bring the reader up to date by documenting and critically analyzing current developments and uses of metal-catalyzed cross-coupling reactions. A particularly attractive and useful feature, that enhances the practical value of this monograph, is the inclusion of key synthetic protocols, in experimental format, chosen for broad utility and application. This practice-oriented book can offer the practitioner short cuts to ensure they remain up-to-date with the latest developments.

Development and Application of Transition Metal-catalyzed Cross-coupling Reactions

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Publisher :
ISBN 13 :
Total Pages : 202 pages
Book Rating : 4.:/5 (564 download)

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Book Synopsis Development and Application of Transition Metal-catalyzed Cross-coupling Reactions by : Junghyun Chae

Download or read book Development and Application of Transition Metal-catalyzed Cross-coupling Reactions written by Junghyun Chae and published by . This book was released on 2004 with total page 202 pages. Available in PDF, EPUB and Kindle. Book excerpt: (Cont.) Chapter 3. ONE-POT SEQUENTIAL COPPER-CATALYZED CONJUGATE REDUCTION AND PALLADIUM-CATALYZED SILYL ENOL ETHER ARYLATION Enantiomerically enriched 3-substituted diphenylsilyl enol ethers of cyclopentanones, which can be prepared from Cu-catalyzed asymmetric conjugate reduction, are utilized in the Pd-catalyzed arylation of various aryl bromides in the presence of CsF. This new method provides a simple means to access [alpha] aryl-[beta]-alkylcycloalkanones with two new tertiary stereogenic centers in excellent levels of enantiomeric and diastereomeric excess, which are difficult to prepare via other methods. The isolation of the intermediate diphenylsilyl enol ethers is not necessary. The procedure can be carried out in one-pot by choosing the proper solvents and catalyst loadings. This new protocol obviates the need to block the [alpha]'-carbon necessary in our previous method.

Cross-coupling Reactions

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Publisher : Nova Science Publishers
ISBN 13 : 9781536176780
Total Pages : 268 pages
Book Rating : 4.1/5 (767 download)

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Book Synopsis Cross-coupling Reactions by : Joffrey Vrijdag

Download or read book Cross-coupling Reactions written by Joffrey Vrijdag and published by Nova Science Publishers. This book was released on 2020 with total page 268 pages. Available in PDF, EPUB and Kindle. Book excerpt: "Cross-Coupling Reactions: An Overview opens with an overview of the fundamentals and applications of the young and fast developing area of transition metal catalyzed/mediated oxidative (dehydrogenative) C-H/C-H coupling reactions between two (hetero)arenes. Continuing, the authors highlight the recent advances regarding the ligand supported transition metal-catalyzed domino (cascade) or one-pot syntheses of various heterocycles involving cross-coupling reactions. The recent advances in Cu catalyzed tandem reactions for heterocycle synthesis are also addressed. Cu metal chemistry has garnered attention as a potential alternative to precious transition metals, being cheaper, more sustainable and more easily available. A comprehensive account of research on green chemical routes is provided, involving various palladium metal-based catalysts utilized in facilitating cross-coupling reaction in aqueous media. Reported decarboxylative cross-coupling reactions are discussed along with suitable examples, focusing on their mechanism of action"--

Transition Metal Reagents and Catalysts

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Publisher : John Wiley & Sons
ISBN 13 : 9780471560272
Total Pages : 500 pages
Book Rating : 4.5/5 (62 download)

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Book Synopsis Transition Metal Reagents and Catalysts by : Jiro Tsuji

Download or read book Transition Metal Reagents and Catalysts written by Jiro Tsuji and published by John Wiley & Sons. This book was released on 2002-08-16 with total page 500 pages. Available in PDF, EPUB and Kindle. Book excerpt: 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)

Oxidative Cross-Coupling Reactions

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Publisher : John Wiley & Sons
ISBN 13 : 3527336885
Total Pages : 243 pages
Book Rating : 4.5/5 (273 download)

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Book Synopsis Oxidative Cross-Coupling Reactions by : Aiwen Lei

Download or read book Oxidative Cross-Coupling Reactions written by Aiwen Lei and published by John Wiley & Sons. This book was released on 2016-11-14 with total page 243 pages. Available in PDF, EPUB and Kindle. Book excerpt: The first handbook on this emerging field provides a comprehensive overview of transition metal-catalyzed coupling reactions in the presence of an oxidant. Following an introduction to the general concept and mechanism of this reaction class, the team of authors presents chapters on C-C cross-coupling reactions using organometallic partners, C-Heteroatom bond forming reactions via oxidative couplings, and C-H couplings via C-H activation. The text also covers such groundbreaking topics as recent achievements in the fields of C-C and C-X bond formation reactions as well as C-H activation involving oxidative couplings. With its novel and concise approach towards important building blocks in organic chemistry and its focus on synthetic applications, this handbook is of great interest to all synthetic chemists in academia and industry alike.

Grignard Reagents and Transition Metal Catalysts

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Publisher : Walter de Gruyter GmbH & Co KG
ISBN 13 : 3110352729
Total Pages : 298 pages
Book Rating : 4.1/5 (13 download)

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Book Synopsis Grignard Reagents and Transition Metal Catalysts by : Janine Cossy

Download or read book Grignard Reagents and Transition Metal Catalysts written by Janine Cossy and published by Walter de Gruyter GmbH & Co KG. This book was released on 2016-04-25 with total page 298 pages. Available in PDF, EPUB and Kindle. Book excerpt: In 1912, the Chemistry Nobel Prize was awarded for the discovery of the so-called Grignard reagents. Nowadays, many transition metal variants are developed to modify reactivity and selectivity of the C–C bond formation reaction. The Grignard reaction is one of the fundamental organometallic reactions, often used in alcohol syntheses. With transition metals like iron, cobalt and nickel or with noble metals like copper, silver and palladium, modern Grignard reagents can be designed in reactivity, selectivity and functional group tolerance. This book, written by international experts, presents an overview on timely Grignard chemistry involving transition metals.

Development of Nickel-Catalyzed Cross-Coupling Reactions

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Publisher :
ISBN 13 :
Total Pages : 620 pages
Book Rating : 4.:/5 (17 download)

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Book Synopsis Development of Nickel-Catalyzed Cross-Coupling Reactions by : Liana Hie

Download or read book Development of Nickel-Catalyzed Cross-Coupling Reactions written by Liana Hie and published by . This book was released on 2016 with total page 620 pages. Available in PDF, EPUB and Kindle. Book excerpt: Transition metal-catalyzed cross-couplings provide a powerful means to assemble carbon-carbon (C-C) and carbon-heteroatom (C-X) bonds. Although Pd catalysis is most commonly used in these transformations, Ni catalysis offers a valuable alternative due to the low cost and high reactivity of Ni. More importantly, Ni catalysis has proven effective for the activation of traditionally inert carbon-heteroatom bonds and therefore provides exciting opportunities with regard to chemical reactivity and synthetic applications. Chapter one, two, and three describe the development of practical cross-coupling methodologies. Chapter one explains the amination of aryl sulfamates and carbamates that relies on an air-stable Ni(II) precatalyst. Chapter two introduces the development of green cross-couplings of phenolic derivatives and aryl halides to form biaryls. Subsequently, the couplings of heterocycles, which are commonly encountered in natural product synthesis and in the pharmaceutical sector, are described. Chapter three describes the development of green cross-couplings of aryl sulfamates and chlorides to form aryl amines. Chapter four and seven concern the utility of amides as electrophilic cross-coupling partners. These traditionally unreactive moieties are activated by nickel and coupled to alcohols to form acyl C-O bonds. This study suggests that amides may serve as useful building blocks to construct carbon-carbon and carbon-heteroatom bonds. Chapter four describes the development of nickel-catalyzed activation of benzamides and chapter seven introduces the development of nickel-catalyzed activation of aliphatic amide derivatives. Chapter five describes the nickel-catalyzed activation of the acyl carbon-oxygen bonds of methyl esters through an oxidative addition process. The oxidative addition adducts, formed using nickel catalysis, undergo in situ trapping to provide anilide products. DFT calculations are used to support the proposed reaction mechanism, understand why decarbonylation does not occur competitively, and to elucidate the beneficial role of the substrate structure and Al(OtBu)3 additive on the kinetics and thermodynamics of the reaction. Chapter six focus on the nickel-catalyzed Heck cyclization for the construction of quaternary stereocenters. This transformation is demonstrated in the synthesis of 3,3-disubstituted oxindoles, which are prevalent motifs seen in bioactive molecules.

Application of Transition Metal Catalysts in Organic Synthesis

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Publisher : Springer Science & Business Media
ISBN 13 : 3642603289
Total Pages : 349 pages
Book Rating : 4.6/5 (426 download)

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Book Synopsis Application of Transition Metal Catalysts in Organic Synthesis by : L. Brandsma

Download or read book Application of Transition Metal Catalysts in Organic Synthesis written by L. Brandsma and published by Springer Science & Business Media. This book was released on 2012-12-06 with total page 349 pages. Available in PDF, EPUB and Kindle. Book excerpt: Homogeneous catalysis is an important strategy for the synthesis of high-valued chemicals. L. Brandsma has carefully selected and checked the experimental procedures illustrating the catalytic use of copper, nickel, and palladium compounds in organic synthesis. All procedures are on a preparative scale, make economic use of solvents and catalysts, avoid toxic substances and have high yields.

Applied Cross-Coupling Reactions

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Publisher : Springer Science & Business Media
ISBN 13 : 3642323685
Total Pages : 247 pages
Book Rating : 4.6/5 (423 download)

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Book Synopsis Applied Cross-Coupling Reactions by : Yasushi Nishihara

Download or read book Applied Cross-Coupling Reactions written by Yasushi Nishihara and published by Springer Science & Business Media. This book was released on 2012-12-14 with total page 247 pages. Available in PDF, EPUB and Kindle. Book excerpt: “Applied Cross-Coupling Reactions” provides students and teachers of advanced organic chemistry with an overview of the history, mechanisms and applications of cross-coupling reactions. Since the discovery of the transition-metal-catalyzed cross-coupling reactions in 1972, numerous synthetic uses and industrial applications have been developed. The mechanistic studies of the cross-coupling reactions have disclosed that three fundamental reactions: oxidative addition, transmetalation, and reductive elimination, are involved in a catalytic cycle. Cross-coupling reactions have allowed us to produce a variety of compounds for industrial purposes, such as natural products, pharmaceuticals, liquid crystals and conjugate polymers for use in electronic devices. Indeed, the Nobel Prize for Chemistry in 2010 was awarded for work on cross-coupling reactions. In this book, the recent trends in cross-coupling reactions are also introduced from the point of view of synthesis design and catalytic activities of transition-metal catalysts.

Organozinc Derivatives and Transition Metal Catalysts

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Publisher : Walter de Gruyter GmbH & Co KG
ISBN 13 : 3110728850
Total Pages : 222 pages
Book Rating : 4.1/5 (17 download)

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Book Synopsis Organozinc Derivatives and Transition Metal Catalysts by : Janine Cossy

Download or read book Organozinc Derivatives and Transition Metal Catalysts written by Janine Cossy and published by Walter de Gruyter GmbH & Co KG. This book was released on 2023-05-22 with total page 222 pages. Available in PDF, EPUB and Kindle. Book excerpt: Organozinc reagents are less reactive than Grignard reagents but they are much more chemoselective. Since the Negishi cross-coupling reaction developed by Ei-ichi Negishi, who was awarded the Nobel Price in chemistry in 2010, a number of cross-coupling reactions involving organozinc derivatives and transition metal catalysts (Pd, Ni, Fe, Co, Cu, ...) has been tuned up to form C-C bonds. This book on "Organozinc derivatives and transition metal catalysts" has been written by experts in the field and is a complement to the book entitled "Grignard reagents and transition metal catalysts" (a De Gruyter book, edited by J. Cossy). Grignard reagents or organozinc reagents, that is the question? From a given substrate, what is the best organometallic reagent and the best transition metal to form a C-C bond by using a cross-coupling reaction? The solution might be found in these two books.