Download or read book C C Cross Couplings with 3d Base Metal Catalysts written by Xiao-Feng Wu and published by Springer Nature. This book was released on 2023-06-13 with total page 403 pages. Available in PDF, EPUB and Kindle. Book excerpt: This volume presents recent progress on 3d base metal catalyzed C-C cross coupling reactions. The contributions provide detailed discussions on the use of cheap metal catalysts such as Cr, Mn, Fe, Co, Ni, Cu, and Zn to construct Csp2-Csp2, Csp2-Csp3 and Csp3-Csp3 bonds with a variety of substrates. These non-noble metal catalyst have many advantages such as being inexpensive, having low toxicity and are environmentally benign. Therefore the use of cheap metal catalysts in organic synthesis has gained much attention in efforts to develop more sustainable synthetic green chemistry. Each chapter is written by international experts in the field and is a great resource for students, researchers and chemists working in industry to gain an overview on the latest developments.

Download or read book Cross Coupling Reactions written by Norio Miyaura and published by Springer. This book was released on 2003-07-01 with total page 253 pages. Available in PDF, EPUB and Kindle. Book excerpt: In 1972, a very powerful catalytic cycle for carbon-carbon bond formation was 2 first discovered by the coupling reaction of Grignard reagents at the sp -carbon. Over the past 30 years, the protocol has been substantially improved and expanded to other coupling reactions of Li,B,N,O,Al,Si,P,S,Cu,Mn,Zn,In,Sn, and Hg compounds. These reactions provided an indispensable and simple methodology for preparative organic chemists. Due to the simplicity and rel- bility in the carbon-carbon, carbon-heteroatom, and carbon-metalloid bo- formations,as well as high efficiency of the catalytic process,the reactions have been widely employed by organic chemists in various fields. Application of the protocol ranges from various syntheses of complex natural products to the preparation of biologically relevant molecules including drugs, and of sup- molecules, and to functional materials. The reactions on solid surfaces allow robot synthesis and combinatorial synthesis. Now, many organic chemists do not hesitate to use transition metal complexes for the transformation of org- ic molecules. Indeed, innumerable organic syntheses have been realized by the catalyzed reactions of transition metal complexes that are not achievable by t- ditional synthetic methods. Among these, the metal-catalyzed cross-coupling reactions have undoubtedly contributed greatly to the development of such a new area of “metal-catalyzed organic syntheses”. An excellent monograph for the cross-coupling reactions and other met- catalyzed C-C bond-forming reactions recently appeared in Metal-catalyzed Cross-coupling Reactions (Wiley-VCH,1998).

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.

Download or read book Insights Into Cross coupling Reactions Using Cheaper Metal Catalysts written by Joshua Nunn and published by . This book was released on 2014 with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt:

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.

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.

Download or read book New Trends in Cross Coupling written by Thomas Colacot and published by Royal Society of Chemistry. This book was released on 2015 with total page 914 pages. Available in PDF, EPUB and Kindle. Book excerpt: Following on from its recognition in the 2010 Nobel Prize for Chemistry, contributors from across the globe present the latest cross-coupling trends in both academia and industry.

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.

Download or read book Applied Cross Coupling Reactions written by Yasushi Nishihara and published by Springer. This book was released on 2015-01-29 with total page 0 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.

Download or read book Catalyst Components for Coupling Reactions written by Gary A. Molander and published by John Wiley & Sons. This book was released on 2013-05-30 with total page 1749 pages. Available in PDF, EPUB and Kindle. Book excerpt: The long awaited Handbook for all synthetic chemists working on coupling reactions, compiling all major catalyst components in use in the area. Consists of a compilation of articles taken from the EROS database, with the inclusion of about 20 newly commissioned catalysts/pre-catalysts/ligands that have made an impact in this area of synthetic organic chemistry. Includes catalyst systems used in Heck, Kumada-Tamao-Corriu, Suzuki-Miyaura, Hiyama-Hatanaka, Negishi, Migita-Kosugi-Stille, Buchwald-Hartwig, and Tsuji-Trost coupling reactions.

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.

Download or read book Insight Into Iron C C Cross coupling Catalysis Through Structure Bonding and Mechanism written by Stephanie L.. Daifuku and published by . This book was released on 2017 with total page 241 pages. Available in PDF, EPUB and Kindle. Book excerpt: "Iron catalyzed C-C cross coupling reactions have drawn significant interest as more versatile and cost effective alternatives to traditional precious metal catalysts, however limited mechanistic understanding of these reactions has been reported hindering rational optimization of these systems. The use of electron paramagnetic resonance, magnetic circular dichroism, Ms̲sbauer spectroscopy, and density functional theory, in addition to GC, NMR, and X-ray crystallography, are applied in the examination of structural and mechanistic aspects of in situ iron cross-coupling chemistry with a focus on elucidating how different nucleophiles, reaction additives and protocols affect reactivity. In Chapter 2 and 3, initial studies presented investigate iron-bisphosphine catalyzed cross-coupling of aryl nucleophiles with alkyl halides. These studies describe the iron species formed in situ and provide insight into the active species of catalysis as a function of nucleophile in both Kumada and Suzuki-Miyaura cross-coupling reactions. In Chapter 4, further studies investigate simple iron salt catalysts with methyl and ethyl Grignards for direct determination of iron species present in solution and their reactivity with electrophile. Additional studies further probe the effect of N-methylpyrrolidone as a co-solvent. In conclusion, it is shown in these studies the novel utility of these direct spectroscopic probes in monitoring in situ iron speciation and reactivity with electrophile. Furthermore, through monitoring of reactions we can also define why key aspects of the catalytic protocol are necessary for high yields and selectivities providing insight to guide rational optimization of these systems."--Pages v-vi.

Download or read book Multimetallic Catalytic Methods for the Formation of Carbon carbon Bonds written by Laura Keiko Gilah Ackerman and published by . This book was released on 2016 with total page 186 pages. Available in PDF, EPUB and Kindle. Book excerpt: "This thesis describes the use of multiple transition metal catalysts for the selective formation of carbon-carbon bonds. While the majority of cross coupling reactions rely on one transition-metal catalyst which reacts with a stoichiometric metal reagent, the combination of two metal catalysts in reactions has the potential to significantly increase the expediency towards synthetic targets, eliminating the need for stoichiometric metal reagents and improving functional group compatibility. There are many precedents for the combination of catalysts in organic methodology, however relatively few examples of multimetallic catalyzed reactions exist, and even fewer examples exist where the mechanism between the two catalytic metals is understood. The aim of the projects communicated in this thesis is two-fold: (1) To design new and efficient ways to form useful carbon-carbon bonds (Csp2-Csp3, Csp2-Csp2, and Csp2-Csp2) from readily available starting materials and (2) to provide insight into how two transition metal catalysts can cooperate in a reaction to achieve high selectivity and yield. Chapter 1 reviews the importance of carbon-carbon bond formation and introduces the main methods of cross coupling, including the concept of multimetallic catalysis. Previous examples of dual metal catalysis are summarized in the literature and the advantages and challenges of using two metals in a catalytic system are discussed. Chapter 2 presents a nickel and cobalt catalyzed strategy for the formation of Csp2-Csp3 bonds. The first attempted cross electrophile couplings to form diarylmethanes from benzyl halides and aryl iodides is reported in moderate selectivity, followed by the strategic optimization of the co-catalytic system which enables higher yields and selectivity through the coupling of benzyl sulfonate esters with aryl halides. In this reaction, nickel reacts selectively with aryl halides through an oxidative addition step, while cobalt phthalocyanine generates radicals through an Sn2 reaction with benzyl sulfonate esters, followed by homolysis. The extension of this method to coupling benzyl phosphonate esters and primary and secondary benzyl chlorides is also presented. Chapter 3 reports the quest for and ultimate discovery of a multimetallic catalyzed Csp2-Csp2 coupling. Beginning with stoichiometric transmetalation studies for the coupling of aryl C-H bonds with aryl C-X bonds, the reaction of various metal aryl complexes based on iridium, ruthenium, copper, nickel, and palladium are described. While these reactions were ineffective in generating unsymmetrical biaryls, the catalytic combination of a nickel and palladium catalyst to couple aryl bromides with aryl trifluoromethanesulfonate esters for the design of a cross Ullman reaction was a success. This reaction provided access to a variety of unsymmetrical biaryls maintaining an equimolar catalyst loading of the two metals, and showed promise for later development of the formation of useful unsymmetrical bipyridines and dienes. The scope of this remarkable reaction, the origin of selectivity, and the enhancement in rate and selectivity by a KF additive is presented. Additionally, the optimization strategy towards coupling chlorobenzene and electron-rich aryl chlorides is communicated. Finally, this chapter includes the first attempted multimetallic catalyzed multicomponent reactions with the nickel and palladium as well as nickel and cobalt catalyzed systems, including carbonylation, and the difunctionalization of olefins and alkynes."--Pages xii-xiii.

Download or read book Transition Metal Catalyzed Oxidative Cross Coupling Reactions written by Aiwen Lei and published by Springer. This book was released on 2019-02-04 with total page 192 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.

Download or read book Base Metal catalyzed Cross couplings of Unconventional Oxygen based Electrophiles and Total Synthesis of Tubingensin A written by Amanda Leanne Silberstein and published by . This book was released on 2014 with total page 494 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 halides are the most commonly employed electrophilic partner, phenolic derivatives offer a valuable alternative because phenols are typically inexpensive and readily available. This dissertation describes the development of cross-coupling reactions involving sulfamates and carbamates. Additionally, the total synthesis of tubingensin A utilizing a carbazolyne intermediate is reported. Chapter one reviews the recent advances in transition metal-catalyzed alkylative cross-coupling reactions. This review considers primary and secondary alkylations, tertiary alkylations, and synthetic applications. Particular emphasis is placed on how modern methods have addressed historical challenges. Chapters two and three describe the development of transition metal-catalyzed cross-coupling reactions to form C-C bonds. A nickel-catalyzed Suzuki-Miyaura cross-coupling of aryl sulfamates and carbamates is reported for the formation of sp2-sp2 C-C bonds. An iron-catalyzed Kumada coupling of aryl sulfamates and carbamates is reported for the formation of sp2-sp3 C-C bonds. Chapters four and five pertain to the formation of C-N bonds. The nickel-catalyzed amination of both aryl sulfamates and aryl carbamates are dicussed. The synthetic utility of these methods is highlighted with the synthesis of linezolid, an antibacterial drug, and with sequential, site-selective carbamate and sulfamate cross-couplings. Chapter six describes the total synthesis of natural product tubingensin A. The synthesis features an aryne cyclization to introduce the key vicinal quaternary centers and proceeds efficiently, in only nine linear steps.

Download or read book New Carbon Carbon Coupling Reactions Based on Decarboxylation and Iron Catalyzed C H Activation written by Rui Shang and published by Springer. This book was released on 2016-12-09 with total page 225 pages. Available in PDF, EPUB and Kindle. Book excerpt: This thesis presents the latest developments in new catalytic C–C bond formation methods using easily accessible carboxylate salts through catalytic decarboxylation with good atom economy, and employing the sustainable element iron as the catalyst to directly activate C–H bonds with high step efficiency. In this regard, it explores a mechanistic understanding of the newly discovered decarboxylative couplings and the catalytic reactivity of the iron catalyst with the help of density functional theory calculation. The thesis is divided into two parts, the first of which focuses on the development of a series of previously unexplored, inexpensive carboxylate salts as useful building blocks for the formation of various C–C bonds to access valuable chemicals. In turn, the second part is devoted to several new C–C bond formation methodologies using the most ubiquitous transition metal, iron, as a catalyst, and using the ubiquitous C–H bond as the coupling partner.

Download or read book Expanding the Scope of Coupling Partners in Catalytic Cross Coupling Reactions written by Xi Ye Hua and published by . This book was released on 2016 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt: Carbon-carbon (C-C) bond formation is among the most important processes in organic chemistry. Transition metal catalyzed C-C bond formation is an active research area that shows great potential due to high selectivity and relatively mild conditions. In Chapter 1, a new reaction for direct acylation of aryl halides is discussed. Specifically, the catalytic reaction between aryl halides/pseudohalides and aldehydes is explored. The choice of ligand, base, solvent, temperature, catalyst and substrates are important factors for optimizing this catalytic reaction. The various combinations of all these factors have, therefore, been examined by high-throughput screening (HTS) in order to develop the new C-C coupling reaction. In Chapter 2, a new methodology is reported in order to expand the scope of the Kumada-Corriu cross-coupling reaction. The strategy to achieve this goal is mechanistically based, matching oxidative addition rates with the rate of syringe pump addition of the Grignard to minimize the exposure of sensitive groups to the aggressive nucleophile. Aryl chlorides containing esters, amides, nitriles, pyrazines, carbamates, ketones, and other sensitive functionalities are all demonstrated to undergo chemoselective cross-coupling with this technique. The mechanistic reason for the effectiveness of this strategy is uncovered by continuous-infusion ESI-MS studies.