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N Heterocyclic Carbene Palladium And Copper Complexes In Cross Coupling Reactions
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Book Synopsis N-heterocyclic Carbene-palladium and -copper Complexes in Cross-coupling Reactions by : Christopher W. D. Gallop
Download or read book N-heterocyclic Carbene-palladium and -copper Complexes in Cross-coupling Reactions written by Christopher W. D. Gallop and published by . This book was released on 2015 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis N-Heterocyclic Carbenes by : Steven P. Nolan
Download or read book N-Heterocyclic Carbenes written by Steven P. Nolan and published by Wiley-VCH. This book was released on 2014-11-03 with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt: This comprehensive reference and handbook covers in depth all major aspects of the use of N-heterocyclic carbene-complexes in organic synthesis: from the theoretical background to characterization, and from cross-coupling reactions to olefin metathesis. Edited by a leader and experienced scientist in the field of homogeneous catalysis and use of NHCs, this is an essential tool for every academic and industrial synthetic chemist.
Book Synopsis Novel Palladium N-heterocyclic Carbene Complexes as Catalysts for Aminations by : Lisa Rae Titcomb
Download or read book Novel Palladium N-heterocyclic Carbene Complexes as Catalysts for Aminations written by Lisa Rae Titcomb and published by . This book was released on 2001 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Copper-Mediated Cross-Coupling Reactions by : Gwilherm Evano
Download or read book Copper-Mediated Cross-Coupling Reactions written by Gwilherm Evano and published by John Wiley & Sons. This book was released on 2013-11-11 with total page 851 pages. Available in PDF, EPUB and Kindle. Book excerpt: Providing comprehensive insight into the use of copper in cross-coupling reactions, Copper-Mediated Cross-Coupling Reactions provides a complete up-to-date collection of the available reactions and catalytic systems for the formation of carbon-heteroatom and carbon-carbon bonds. This essential reference covers a broad scope of copper-mediated reactions, their variations, key advances, improvements, and an array of academic and industrial applications that have revolutionized the field of organic synthesis. The text also discusses the mechanism of these transformations, the use of copper as cost-efficient alternative to palladium, as well as recently developed methods for conducting copper-mediated reactions with supported catalysts.
Book Synopsis N-heterocyclic Carbenes by : Silvia Díez-González
Download or read book N-heterocyclic Carbenes written by Silvia Díez-González and published by Royal Society of Chemistry. This book was released on 2011 with total page 469 pages. Available in PDF, EPUB and Kindle. Book excerpt: Over the last fifteen years, N-heterocyclic carbenes (NHCs) have mostly been used as ancillary ligands for the preparation of transition metal-based catalysts. Compared to phosphorus-containing ligands, NHCs tend to bind more strongly to metal centres, avoiding the necessity for the use of excess ligand in catalytic reactions. The corresponding complexes are often less sensitive to air and moisture, and have proven remarkably resistant to oxidation. Recent developments in catalysis applications have been facilitated by the availability of carbenes stable enough to be bottled, particularly for their use as organocatalysts. This book shows how N-heterocyclic carbenes can be useful in various fields of chemistry and not merely laboratory curiosities or simple phosphine mimics. NHCs are best known for their contribution to ruthenium and palladium-catalysed reactions but the scope of this book is much broader. The synthesis of NHC ligands and their corresponding metal complexes are covered in depth. Moreover, the biological activity of NHC-containing complexes, as well as an overview of their theoretical aspects are included. Such metal species are further examined, not only in terms of their catalytic applications, but also of their stereoelectronic parameters and reactivity/stability. Finally, special attention is given to the hot topic of organocatalysis. The book will be of interest to postgraduates, academic researchers and those working in industry.
Book Synopsis Palladium-Catalyzed Coupling Reactions by : Árpád Molnár
Download or read book Palladium-Catalyzed Coupling Reactions written by Árpád Molnár and published by John Wiley & Sons. This book was released on 2013-02-14 with total page 531 pages. Available in PDF, EPUB and Kindle. Book excerpt: This handbook and ready reference brings together all significant issues of practical importance in selected topics discussing recent significant achievements for interested readers in one single volume. While covering homogeneous and heterogeneous catalysis, the text is unique in focusing on such important aspects as using different reaction media, microwave techniques or catalyst recycling. It also provides a comprehensive treatment of key issues of modern-day coupling reactions having emerged and matured in recent years and emphasizes those topics that show potential for future development, such as continuous flow systems, water as a reaction medium, and catalyst immobilization, among others. With its inclusion of large-scale applications in the pharmaceutical industry, this will equally be of great interest to industrial chemists. From the contents * Palladium-Catalyzed Cross-Coupling Reactions - A General Introduction * High-turnover Heterogeneous Palladium Catalysts in Coupling Reactions: the Case of Pd Loaded on Dealuminated Y Zeolites Palladium-Catalyzed Coupling Reactions with Magnetically Separable Nanocatalysts * The Use of Ordered Porous Solids as Support Materials in Palladium-Catalyzed Cross-Coupling Reactions * Coupling Reactions Induced by Polymer-Supported Catalysts * Coupling Reactions in Ionic Liquids * Cross-Coupling Reactions in Aqueous Media * Microwave-Assisted Synthesis in C-C and C-Heteroatom Coupling Reactions * Catalyst Recycling in Palladium-Catalyzed Carbon-Carbon Coupling Reactions * Nature of the True Catalytic Species in Carbon-Carbon Coupling Reactions with * Heterogeneous Palladium Precatalysts * Coupling Reactions in Continuous Flow Systems * Large-Scale Applications of Palladium-Catalyzed Couplings in the Pharmaceutical Industry
Book Synopsis N-Heterocyclic and Mesoionic Carbene Complexes of Rhodium and Palladium by :
Download or read book N-Heterocyclic and Mesoionic Carbene Complexes of Rhodium and Palladium written by and published by . This book was released on 2015 with total page 584 pages. Available in PDF, EPUB and Kindle. Book excerpt: Dimeric rhodium N-heterocyclic carbene (NHC) complexes [Rh(NHC)(C2H4)Cl]2 react with a variety of other neutral donors to form heteroleptic complexes [(L)Rh(NHC)(C2H4)Cl] (L = phosphine, pyridine) or [(L)Rh(NHC)Cl] (L = 2,2'-bipyridine (bipy), 1,10-phenanthroline (phen)). The reactivity of the resulting complexes towards O2 was investigated. In particular, [(bipy)Rh(NHC)Cl] and [(phen)Rh(NHC)Cl] resulted in RhIII peroxo complexes. In contrast, [Rh(NHC)2(O2)Cl] display particularly short O-O bond lengths and are described as singlet oxygen species. Interestingly, the mode in which O2 binds is associated with the coordination number about the transition metal complex, which is related to its reducing power. [Rh(IPr)(C2H4)Cl]2 reacts with phenyl pyridine derivatives at room temperature resulting in formal C-H activations. Upon the treatment of phenyl pyridine with pinacol borane (HBPin) in the presence of a weak base and a catalytic amount of [Rh(IPr)(C2H4)Cl]2, C-H borylated products were obtained in high yield and selectivity. The borylated products can then be used as substrates in the palladium catalyzed Suzuki-Miyaura cross coupling with aryl halides. 1,2,3-Triazole mesoionic carbene (tMIC) ligands were generated upon treatment of corresponding triazolium salts with strong bases, and can be trapped in the presence of a transition metal. The synthesis of Ag-tMIC complexes proceeds by a facile and mild route upon treatment of the triazolium salt with Ag2O. The resulting Ag-tMIC complexes undergo facile transmetallation to both Pd and Rh under very mild conditions resulting in air and moisture stable metal complexes. Triazolium salts can further be metallated to Pd in the presence of weak bases, and the resulting Pd-tMIC complexes are active catalysts in the Mizoroki-Heck reaction with aryl iodides. Benzylic trifluoromethyl sulfones are competent electrophilic substrates in palladium catalyzed cross coupling reactions, resulting in the formation of triarylmethanes in high yields under mild conditions. These substrates are conveniently synthesized and are highly reactive starting materials with phenyl boronic acids in the presence of a Pd-NHC catalyst. The structure of the Pd-NHC precatalyst is crucial, as only [(NHC)Pd(allyl)Cl] type complexes appear to be effective. These complexes can be conveniently synthesized upon the treatment of the corresponding imidazolium salt with a strong base and [Pd(allyl)Cl]2.
Book Synopsis N-Heterocyclic Carbenes in Transition Metal Catalysis by : Frank Glorius
Download or read book N-Heterocyclic Carbenes in Transition Metal Catalysis written by Frank Glorius and published by Springer. This book was released on 2010-11-19 with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt: In this book leading experts have surveyed major areas of application of NHC metal complexes in catalysis. The authors have placed a special focus on nickel- and palladium-catalyzed reactions, on applications in metathesis reactions, on oxidation reactions and on the use of chiral NHC-based catalysts. This compilation is rounded out by an introductory chapter and a chapter dealing with synthetic routes to NHC metal complexes.
Book Synopsis N-Heterocyclic Carbenes in Synthesis by : Steven P. Nolan
Download or read book N-Heterocyclic Carbenes in Synthesis written by Steven P. Nolan and published by John Wiley & Sons. This book was released on 2006-10-27 with total page 330 pages. Available in PDF, EPUB and Kindle. Book excerpt: This first handbook to focus solely on the application of N-heterocyclic carbenes in synthesis covers metathesis, organocatalysis, oxidation and asymmetric reactions, along with experimental procedures. Written by leading international experts this is a valuable and practical source for every organic chemist.
Book Synopsis Privileged Structures in Drug Discovery by : Larry Yet
Download or read book Privileged Structures in Drug Discovery written by Larry Yet and published by John Wiley & Sons. This book was released on 2018-03-07 with total page 562 pages. Available in PDF, EPUB and Kindle. Book excerpt: A comprehensive guide to privileged structures and their application in the discovery of new drugs The use of privileged structures is a viable strategy in the discovery of new medicines at the lead optimization stages of the drug discovery process. Privileged Structures in Drug Discovery offers a comprehensive text that reviews privileged structures from the point of view of medicinal chemistry and contains the synthetic routes to these structures. In this text, the author—a noted expert in the field—includes an historical perspective on the topic, presents a practical compendium to privileged structures, and offers an informed perspective on the future direction for the field. The book describes the up-to-date and state-of-the-art methods of organic synthesis that describe the use of privileged structures that are of most interest. Chapters included information on benzodiazepines, 1,4-dihydropyridines, biaryls, 4-(hetero)arylpiperidines, spiropiperidines, 2-aminopyrimidines, 2-aminothiazoles, 2-(hetero)arylindoles, tetrahydroisoquinolines, 2,2-dimethylbenzopyrans, hydroxamates, and bicyclic pyridines containing ring-junction nitrogen as privileged scaffolds in medicinal chemistry. Numerous, illustrative case studies document the current use of the privileged structures in the discovery of drugs. This important volume: Describes the drug compounds that have successfully made it to the marketplace and the chemistry associated with them Offers the experience from an author who has worked in many therapeutic areas of medicinal chemistry Details many of the recent developments in organic chemistry that prepare target molecules Includes a wealth of medicinal chemistry case studies that clearly illustrate the use of privileged structures Designed for use by industrial medicinal chemists and process chemists, academic organic and medicinal chemists, as well as chemistry students and faculty, Privileged Structures in Drug Discovery offers a current guide to organic synthesis methods to access the privileged structures of interest, and contains medicinal chemistry case studies that document their application.
Book Synopsis The Mizoroki-Heck Reaction by : Martin Oestreich
Download or read book The Mizoroki-Heck Reaction written by Martin Oestreich and published by John Wiley & Sons. This book was released on 2009-02-11 with total page 608 pages. Available in PDF, EPUB and Kindle. Book excerpt: Exploring the importance of Richard F. Heck’s carbon coupling reaction, this book highlights the subject of the 2010 Nobel Prize in Chemistry for palladium-catalyzed cross couplings in organic synthesis, and includes a foreword from Nobel Prize winner Richard F. Heck. The Mizoroki-Heck reaction is a palladium-catalyzed carbon–carbon bond forming process which is widely used in organic and organometallic synthesis. It has seen increasing use in the past decade as chemists look for strategies enabling the controlled construction of complex carbon skeletons. The Mizoroki-Heck Reaction is the first dedicated volume on this important reaction, including topics on: mechanisms of the Mizoroki-Heck reaction intermolecular Mizoroki-Heck reactions focus on regioselectivity and product outcome in organic synthesis waste-minimized Mizoroki-Heck reactions intramolecular Mizoroki-Heck reactions formation of heterocycles chelation-controlled Mizoroki-Heck reactions the Mizoroki-Heck reaction in domino processes oxidative heck-type reactions (Fujiwara-Moritani reactions) Mizoroki-Heck reactions with metals other than palladium ligand design for intermolecular asymmetric Mizoroki-Heck reactions intramolecular enantioselective Mizoroki-Heck reactions desymmetrizing Mizoroki-Heck reactions applications in combinatorial and solid phase syntheses, and the development of modern solvent systems and reaction techniques the asymmetric intramolecular Mizoroki-Heck reaction in natural product total synthesis Several chapters are devoted to asymmetric Heck reactions with particular focus on the construction of otherwise difficult-to-obtain sterically congested tertiary and quaternary carbons. Industrial and academic applications are highlighted in the final section. The Mizoroki-Heck Reaction will find a place on the bookshelves of any organic or organometallic chemist. “I am convinced that this book will rapidly become the most important reference text for research chemists in academia and industry who seek orientation in the rapidly growing and – for the layman – confusing field described as the “’Mizoroki–Heck reaction’.” (Synthesis, March 2010)
Book Synopsis N-Heterocyclic Carbenes by : Silvia Diez-Gonzalez
Download or read book N-Heterocyclic Carbenes written by Silvia Diez-Gonzalez and published by Royal Society of Chemistry. This book was released on 2016-11-04 with total page 637 pages. Available in PDF, EPUB and Kindle. Book excerpt: In less than 20 years N-heterocyclic carbenes (NHCs) have become well-established ancillary ligands for the preparation of transition metal-based catalysts. This is mainly due to the fact that NHCs tend to bind strongly to metal centres, avoiding the need of excess ligand in catalytic reactions. Also, NHC‒metal complexes are often insensitive to air and moisture, and have proven remarkably resistant to oxidation. This book showcases the wide variety of applications of NHCs in different chemistry fields beyond being simple phosphine mimics. This second edition has been updated throughout, and now includes a new chapter on NHC‒main group element complexes. It covers the synthesis of NHC ligands and their corresponding metal complexes, as well as their bonding and stereoelectronic properties and applications in catalysis. This is complemented by related topics such as organocatalysis and biologically active complexes. Written for organic and inorganic chemists, this book is ideal for postgraduates, researchers and industrialists.
Book Synopsis Comprehensive Organic Reactions in Aqueous Media by : Chao-Jun Li
Download or read book Comprehensive Organic Reactions in Aqueous Media written by Chao-Jun Li and published by John Wiley & Sons. This book was released on 2007-06-04 with total page 435 pages. Available in PDF, EPUB and Kindle. Book excerpt: An extensive update of the classic reference on organic reactions in water Published almost a decade ago, the first edition has served as the guide for research in this burgeoning field. Due to the cost, safety, efficiency, and environmental friendliness of water as a solvent, there are many new applications in industry and academic laboratories. More than forty percent of this extensively updated second edition covers new reactions. For ease of reference, it is organized by functional groups. A core reference, Comprehensive Organic Reactions in Aqueous Media, Second Edition: * Provides the most comprehensive coverage of aqueous organicreactions available * Covers the basic principles and theory and progresses to applications * Includes alkanes, alkenes, aromatics, electrophilic substitutions, carbonyls, alpha, beta-unsaturated carbonyls, carbon-nitrogen bonds, organic halides, pericyclic reactions, photochemical reactions, click chemistry, and multi-step syntheses? * Provides examples of applications in industry This is the premier reference for chemists and chemical engineers in industry or research, as well as for students in advanced-level courses.
Download or read book Nitroarenes written by Paul C. Howard and published by Springer Science & Business Media. This book was released on 2012-12-06 with total page 324 pages. Available in PDF, EPUB and Kindle. Book excerpt: Prior to 1979, consideration of the problem of the carcinogenicity of the aromatic amine class of chemicals took place primarily in poster sessions and symposia of annual meetings of the American Association for Cancer Research and analogous international associations. In November 1979 the first meeting concerned with the aromatic amines was held in Rockville, Haryland under primary sponsorship of the National Cancer Institute. The proceedings from this meeting were published as Monograph 58 of the Journal of the National Cancel' Institute in 1981. The second meeting in this series, the Second International Conference on N-Substituted Aryl Compounds, was held in March/April of 1982 in Hot Springs, Arkansas. The National Cancer Institute and The National Center for Toxicological Research were the primary sponsors of this meeting. The proceedings were published as Volume 49 of the journal En-vil'onmental Health Perspectives in 1983. The third meeting in this series was held in April of 1987 at the Dearborn Hyatt in Dearborn, Michigan. The principal sponsor of this meeting was the Heyer L. Pre ntis Comprehensive Cancer Center of Metropolitan Detroit. The proceedings, Carcinogenic and Mutagenic Responses to Aromatic Amines and Nitroal'enes, were published in 1987 by Elsevier Press. The fourth meeting was held in Cleveland, Ohio, on July 15-19, 1989.
Book Synopsis Development of Cobalt and Nickel N-Heterocyclic Carbene Complexes for Cross-Coupling Reactions by : Michael Evan Lazarus
Download or read book Development of Cobalt and Nickel N-Heterocyclic Carbene Complexes for Cross-Coupling Reactions written by Michael Evan Lazarus and published by . This book was released on 2020 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt: Cross-coupling, which relies on the use of transition metals, is among the most utilized chemical means of establishing carbon-carbon or carbon-heteteroatom bonds between appropriately functionalized sp, sp2, or sp3 centres. However, most cross-coupling reactions rely on the use of palladium to synthesize valuable synthetic targets. This is problematic for the chemical industry as palladium is limited in supply and expensive. Chemists have therefore sought to replace palladium with first-row transition metals (e.g., iron, cobalt and nickel) and recent reports on cobalt and nickel catalyzed cross-coupling reactions indicate that these metals can be used in this capacity. Unfortunately, protocols developed (so far) for these metals are unsuitable for the synthesis of targets with base-sensitive functional groups as they involve strongly basic reaction conditions. Research in this thesis aims to develop both cobalt and nickel pre-formed catalysts that will display high catalytic activity in mildly basic reaction conditions. Current methodologies for cobalt and nickel cross-coupling reactions use either phosphine ligands or NHC ligands of moderate steric bulk (IMes or IPr). Recent advancements in the development of Pd-PEPPSI catalysts have demonstrated that both pre-forming the catalyst and using larger NHC ligands (IPent, IPentCl, or IHept) are required for high catalytic activity in weakly basic conditions. Thus, it was hypothesized that the development of pre-formed cobalt and nickel NHC complexes analogous to their Pd counterparts would improve reactivity in Negishi, Suzuki-Miyaura, and Buchwald-Hartwig amination cross-coupling reactions. Co(IPent)Cl2(Pyr), Co(IPentCl)Cl2(Pyr), and Co2IPr2(OAc)4 were prepared, identified by X-ray crystallography, and evaluated in preliminary Negishi cross-coupling reactions. These complexes were found to be ineffective, but Co2IPr2(OAc)4 was found to be effective for Suzuki-Miyaura cross-coupling. A base screen was performed to enable the use of weak bases, however, the reaction only worked by pre-forming the boronate with n-BuLi, rendering the reaction conditions intolerant of base-sensitive functional groups. [Ni(IPr)]2(μ-Cl)2 , Ni(IPr)Cl(allyl), and Ni(IPent)Cl(allyl) complexes were synthesized and evaluated in Buchwald-Hartwig aminations. Several bases were examined for these reactions but only sodium tert-butoxide was found to be effective. The presence of TEMPO and BHT in these transformations proved deleterious suggesting the involvement of radical intermediates. Finally, stoichiometric reactions were performed to isolate intermediates in the catalytic cycle, supporting the formation of nickel(0).
Book Synopsis Cross-Coupling Reactions by : Norio Miyaura
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).
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.
