Summarizing the emerging field of N-heterocyclic carbenes used in organocatalysis, this is an excellent overview of the synthesis and applications of NHCs focusing on carbon-carbon and carbon-heteroatom bond formation. Alongside comprehensive coverage of the synthesis, characteristics and applications, this handbook and ready reference also includes chapters on NHCs for polymerization reactions and natural product synthesis.
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.
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.
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.
Summarizing the emerging field of N-heterocyclic carbenes used in organocatalysis, this is an excellent overview of the synthesis and applications of NHCs focusing on carbon-carbon and carbon-heteroatom bond formation. Alongside comprehensive coverage of the synthesis, characteristics and applications, this handbook and ready reference also includes chapters on NHCs for polymerization reactions and natural product synthesis.
N-heterocyclic carbenes (NHCs) have found increasing use as reagents for a range of organic transformations and in asymmetric organocatalysis. The performance of these molecules can be improved and tuned by functionalisation. Functionalised carbenes can anchor free carbenes to the metal site, introduce hemilability, provide a means to immobilise transition metal carbene catalysts, introduce chirality, provide a chelate ligand or bridge two metal centres. NHC can be attached to carbohydrates and campher, derived from amino acids and purines, they can be used as organocatalysts mimicking vitamin B1 or as weak “solvent” donors in lanthanide chemistry. Functionalised N-Heterocyclic Carbene Complexes describes major trends in functionalised NHC ligands, aiming to assist readers in their attempts to develop and apply their own functionalised carbenes. After an introduction to the chemistry and behaviour of NHC, the book gives a detailed description of functionalised carbenes and their complexes according to a range of functional groups, each with a discussion of the synthetic route, structure, stability and performance. Functionalised N-Heterocyclic Carbene Complexes is an essential guide to fine-tuning this important class of compounds for practitioners, researchers and advanced students working in synthetic organometallic and organic chemistry and catalysis.
This book provides an excellent overview on state-of-the-art of modern organocatalysis. It presents the contributions from leading experts, with backgrounds in academia and industry, to an Ernst Schering Research Foundation Symposium held in April 2007. It will be of interest to those who want a general overview of the topic, but also to those who want to learn more about the state-of-the-art, current trends and perspectives in this highly dynamic field of research.
The series Topics in Heterocyclic Chemistry presents critical reviews on present and future trends in the research of heterocyclic compounds. Overall the scope is to cover topics dealing with all areas within heterocyclic chemistry, both experimental and theoretical, of interest to the general heterocyclic chemistry community. The series consists of topic related volumes edited by renowned editors with contributions of experts in the field. All chapters from Topics in Heterocyclic Chemistry are published Online First with an individual DOI. In references, Topics in Heterocyclic Chemistry is abbreviated as Top Heterocycl Chem and cited as a journal.
A comprehensive resource on techniques and applications for immobilizing catalysts Catalyst Immobilization: Methods and Applications covers catalyst immobilization topics including technologies, materials, characterization, chemical activity, and recyclability. The book also presents innovative applications for supported catalysts, such as flow chemistry and machine-assisted organic synthesis. Written by an international panel of expert contributors, this book outlines the general principles of catalyst immobilization and explores different types of supports employed in catalyst heterogenization. The book?s chapters examine the immobilization of chiral organocatalysts, reactions in flow reactors, 3D printed devices for catalytic systems, and more. Catalyst Immobilization offers a modern vision and a broad and critical view of this exciting field. This important book: -Offers a guide to supported and therefore recyclable catalysts, which is one of the most important tools for developing a highly sustainable chemistry -Presents various immobilization techniques and applications -Explores new trends, such as 3D printed devices for catalytic systems -Contains information from a leading international team of authors Written for catalytic chemists, organic chemists, process engineers, biochemists, surface chemists, materials scientists, analytical chemists, Catalyst Immobilization: Methods and Applications presents the latest developments and includes a review of the innovative trends such as flow chemistry, reactions in microreactors, and beyond.
Filling the gap in the literature, this book presents everything there is to know about this topic. By comprehensively covering the quaternary stereocenters found in a range of important and useful molecules in pharmaceutical and medicinal applications, as well as in thousands of natural products, the book provides the know-how chemists need to synthesize challenging molecules with numerous applications. A must for organic chemists in academia, the pharmaceutical industry and medicine. From the Contents: Important Natural Products Important Pharmaceuticals and Intermediates Aldol Reactions Michael Reactions and Conjugate Additions Cycloaddition Reactions Rearrangement Reactions Alkylation of Ketones and Imines Asymmetric Allylic Alkylation Asymmetric Cross Coupling and Heck Reactions Phase Transfer Catalysis Enzymatic Methods Radical Reactions
