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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.
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.
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.
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.
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.
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.
Forty years after Ziegler's discovery of the "Aufbaureaktion" and low-pressure ethene polymerization, transition metal catalyzed olefin and diolefin polymerization continues to represent one of the most active and exciting areas. Since the 1980s, outstanding scientific innovations and process improvements have revolutionized polyolefin technology and greatly simplified polymerization processes. Well-defined catalyst systems are now at hand and facilitate the understanding of basic reaction mechanisms and correlations between catalyst structures, polymer microstructures, and polymer properties. This book reviews some of the modern approaches in organometallic chemistry, Ziegler-Natta catalysis, polymerization processes, design of novel materials, and the modelling in catalyst and process development.
In the second half of dissertation, two studies with regard to traditional cross-coupling reactions of aryl chlorides with organometallic reagents are carried out. Firstly, palladium-catalyzed Hiyama cross-coupling reaction of aryl and heteroaryl chlorides with aryl and heteroaryltrialkoxysilanes under solvent-free reaction condition is presented. The catalyst system comprising of Pd(OAc)2́2 and PCy2́2-Andolephos (Chapter 6, L2) is a highly effective for this coupling reaction with low catalyst loading (down to 0.05 mol% Pd) and short reaction time (3 h). A broad substrate scope containing electron-rich, -neutral, and -deficient and sterically hindered aryl chlorides is achieved. Notably, the first general examples of Hiyama cross-coupling reaction using heteroaryltrialkoxysilanes are demonstrated. The presence of acetic acid or water suppresses the decomposition of aryl chlorides and promotes the product yields. A large scale experiment without degasification and purification of reactants is also conducted smoothly. Last but not least, a general palladium-catalyzed borylation of aryl chlorides with pinacol borane is reported. A newly modified indolylphosphine ligand (Chapter 7, L18) is prepared via an efficient protocol involving Fischer indolization from readily available phenylhydrazine and 2'-hydroxyacetophenone. The combination of Pd(dba)2́2 and newly modified indolylphosphine ligand (Chapter 7, L18) are shown to be an effective catalyst for the borylation of non-activated and activated aryl chlorides with pinacol borane. Addition of tetra-n-butylammoniumiodide (TBAI) is highly effective for coupling of aryl chlorides bearing function groups such as keto, nitile and ester. 1 mol% Pd catalyst loading can be achieved using this catalytic system.