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The series Topics in Organometallic Chemistry presents critical overviews of research results in organometallic chemistry. As our understanding of organometallic structure, properties and mechanisms increases, new ways are opened for the design of organometallic compounds and reactions tailored to the needs of such diverse areas as organic synthesis, medical research, biology and materials science. Thus the scope of coverage includes a broad range of topics of pure and applied organometallic chemistry, where new breakthroughs are being achieved that are of significance to a larger scientific audience. The individual volumes of Topics in Organometallic Chemistry are thematic. Review articles are generally invited by the volume editors. All chapters from Topics in Organometallic Chemistry are published OnlineFirst with an individual DOI. In references, Topics in Organometallic Chemistry is abbreviated as Top Organomet Chem and cited as a journal
In recent years, gold(I) complexes have seen increased use as catalysts for the activation of alkynes toward nucleophilic addition. Now, studies show that carbene-like intermediates are accessible, often depending on the substrates and catalyst ligands utilized. While metal carbenoid behavior for gold(I) has been proposed in other transformations, our research has expanded the reactivity of gold beyond simple electrophilic activation, based on evidence that gold can function as both a [pi]-acid and as an electron donor. For instance, electron donation from gold d-orbitals can serve to facilitate the formation of gold carbenoid intermediates after initial cycloisomerization. The gold carbenoid species is then capable of undergoing subsequent reactivity to generate synthetically useful products that can also be further functionalized. Chapter 1 will discuss the development of new gold(I) carbenoid reactivity whereby an oxidation even results in oxygen atom transfer to the carbenoid center to generate carbonyl functional groups. The broad range of reactions for which this methodology can be applied will be discussed as will catalyst and ligand effects for the transformations. During the course of our investigations into homogeneous gold catalysis, several relevant questions consistently arise. Among them are whether the catalyst can be recovered and recycled, what the cost is of the catalyst, and how load the catalyst loading can be. In order to address these issues, we initiated a research program focused on studying the translation of homogeneous catalytic processes to heterogeneous ones, all in the solution phase. In doing so, we could obtain catalytic activity with heterogeneous catalysts for reactions that were previously only obtained homogeneously. Chapter 2 details our efforts in pursuit of this goal and successes in developing oxidatively modified, electrophilic platinum nanoparticles that display activity for a range of [pi]-bond activation/cyclization reactions. Our characterization studies for the designed nanoparticle system and examination of catalyst activity are presented, as are catalyst leaching investigations. Initial efforts into flow reactors and new dendrimer capping agents are also discussed. The discovery of treatments for nanoparticles that induce the desired homogeneous catalytic activity should lead to the further development of reactions previously inaccessible in heterogeneous catalysis.
Contains a balanced discussion of homogeneous catalytic reactions that are used in industry, featuring every documented example employed in a current commercial process, or that have a broad application in the organic synthesis laboratory. Incorporates synthesis with chiral catalysts in chapters on hydrogenation, CO chemistry and olefin oxidation. New additions include Tennessee Eastman's coal-based acetic anhydride plant and IFP's Dimersol process for dimerizing propylene as well as major changes in the areas on pharmaceuticals, flavors, fragrances, agricultural and electronic chemicals.
Homogeneous catalysis by soluble metal complexes has gained considerable attention due to its unique applications and features such as high activity and selectivity. Catalysis of this type has demonstrated impressive achievements in synthetic organic chemistry and commercial chemical technology. Homogeneous Catalysis with Metal Complexes: Kinetic Aspects and Mechanisms presents a comprehensive summary of the results obtained over the last sixty years in the field of the kinetics and mechanisms of organic and inorganic reactions catalyzed with metal complexes. Topics covered include: Specific features of catalytic reaction kinetics in the presence of various mono- and polynuclear metal complexes and nanoclusters Multi-route mechanisms and the methods of their identification, as well as approaches to the kinetics of polyfunctional catalytic systems Principles and features of the dynamic behavior of nonlinear kinetic models The potential, achievements, and limitations of applying the kinetic approach to the identification of complex reaction mechanisms The development of a rational strategy for designing kinetic models The kinetic models and mechanisms of many homogeneous catalytic processes employed in synthetic and commercial chemistry Written for specialists in the field of kinetics and catalysis, this book is also relevant for post-graduates engaged in the study
The most important goal of current chemistry research is to provide green and sustainable routes to compounds of interest. One way of addressing this is the use of abundant and inexpensive sources of energy to drive reactions, with the prime example being visible light in photoredox catalysis. One recent promising approach is the use of heterobimetallic catalysts where two metals work in a cooperative fashion to achieve the desired transformation. However, these cooperative effects are poorly understood due to a lack of model complexes suitable for the intricate study of heterobimetallic complexes. In this work, [2.2]paracyclophane (PCP) is presented as a new platform on which to build distance-variable heterobimetallic complexes. The methods for the access to these synthetic targets are developed and investigated for their broader synthetic applicability. To demonstrate the potential of these complexes as catalysts, Au/Ru heterobimetallic complexes are evaluated regarding their performance in a dual photoredox catalytic arylative Meyer-Schuster rearrangement reaction. This reaction provides a very convenient and sustainable access alpha-arylated enones, an important building blocks for relevant pharmaceutical compounds.
The broadening technical advances in the production of pharmaceuticals, flavors, and fragrances have more than doubled the industrial applications of soluble transition metal catalysts. Indeed, transition metal catalysts have become an ascendant feature of a heightened academic interest in organometallic chemistry. This Second Edition of the landmark text offers a clear, systematic look at the state-of-the-science of homogeneous catalytic reactions. Focusing on specific processes, rather than principles of coordination or organometallic chemistry, this updated edition is an A-to-Z compilation of the homogeneous catalytic reactions commonly used in industry or that have broad application in the organic synthesis laboratory. Documenting examples of homogeneous catalytic reactions used in current commercial processes, this newest edition features Tennessee Eastman's coal-based acetic anhydride plant and IFP's Dimersol processes for dimerizing propylene as well as Du Pont's hydrocyanation process. Detailed coverage also includes isomerization of simple olefins, mechanism of olefin hydrogenation, oligomerization of olefins, chain transfer catalysis, reactions of carbon monoxide, specialty chemicals, reactions of acetylenes, esterification, polycondensation, and related processes. Featuring the latest findings in its existing coverage on pharmaceuticals, agricultural chemicals, flavors, fragrances, and electronic chemicals, this Second Edition clearly details the science's growing influence and practicality in industry and the lab. Organic and inorganic chemists, instructors, and students will find Homogeneous Catalysis, Second Edition a clear, up-to-date compendium of the catalytic reactionssharpening chemistry's cutting edge.
Soluble catalysts are used extensively in many branches of chemistry and are indeed a vital constituent of many natural processes. They find wide application throughout the chemical industry where they assist in the production of several million tonnes of chemicals each year. Since homogeneous systems, especially those incorporating transition metals, often function effectively under milder conditions than their heterogeneous counterparts, they are becoming increasingly important at a time when the chemical industry in particular, and society in general, is seeking ways of conserving energy and of making the best possible use of available resources. My principal objective in- writing this book is to engender sufficient enthusiasm for, and knowledge of, the subject in the reader that he or she will be encouraged to begin, or continue, to make their own contribution to advancing our knowledge of homogeneous catalysis. After attempting to acquaint the reader with some of the ground rules I have tried to describe the present scope, and the future potential, of this fascinating field of chemistry by drawing both on academic and on industrial data sources. This approach stems from a personal conviction that future progress could be considerably hastened by a more meaningful dialogue between chemists working both in industrial and in academic research institutions. Wherever possible, examples of the commercial application of homogeneous catalyst systems have been included and no attempt has been made in any way to disguise the many unresolved questions and exciting challenges which still pervade this rapidly developing area.