Copperi Catalyzed Stereoselective Borylation Reactions
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| Author | : Yu Ozawa |
| Publisher | : Springer Nature |
| Total Pages | : 236 |
| Release | : 2023-05-30 |
| Genre | : Science |
| ISBN | : 9819910986 |
This book focuses on the development of novel functionalized organoboron compounds and those synthetic methods. High degrees of chemo-, regio-, and stereoselectivities of the borylation reactions are attained through catalyst design and optimization. Furthermore, the selectivity-determining mechanisms are analyzed with state-of-the-art DFT and other computational methods. In this book, the author synthesizes some multi-substituted alkenyl and allylic boronates via borylation reactions using a copper(I)/diboron catalyst system. Those compounds contain novel densely substituted and distorted structures, which have not been accessed by other methods. The high stereoselectivities are achieved by the optimization of the catalyst, especially the ligand. Some new ligands are also developed in this book. Furthermore, the derivatization of the borylation products is demonstrated to access the sterically demanding complex molecules. Also, the author performs computational analysis to reveal how the catalyst controls the selectivities. The deep insight into the reaction mechanism provides guides for rational catalyst design for not only copper(I) catalysis but also other transition metal catalysis. Thus, the content should be of interest to academic and industrial scientists in a wide range of areas.
| Author | : Jianbo Wang |
| Publisher | : Springer |
| Total Pages | : 283 |
| Release | : 2012-08-13 |
| Genre | : Science |
| ISBN | : 364231824X |
Stereoselective Synthesis of Tetrasubstituted Alkenes via Torquoselectivity-Controlled Olefination of Carbonyl Compounds with Ynolates, by Mitsuru Shindo and Kenji Matsumoto.- Stereoselective Synthesis of Z-Alkenes, by Woon-Yew Siau, Yao Zhang and Yu Zhao.- Stereoselective Synthesis of Mono-fluoroalkenes, by Shoji Hara.- Recent Advances in Stereoselective Synthesis of 1,3-Dienes, by Michael De Paolis, Isabelle Chataigner and Jacques Maddaluno.- Selective Olefination of Carbonyl Compounds via Metal-Catalyzed Carbene Transfer from Diazo Reagents, by Yang Hu and X. Peter Zhang.- Selective Alkene Metathesis in the Total Synthesis of Complex Natural Product, by Xiaoguang Lei and Houhua Li.- Olefination Reactions of Phosphorus-Stabilized Carbon Nucleophiles, by Yonghong Gu and Shi-Kai Tian.- Alkene Synthesis Through Transition Metal-Catalyzed Cross-Coupling of N-Tosylhydrazones, by Yan Zhang and Jianbo Wang.
| Author | : Yu Lan |
| Publisher | : John Wiley & Sons |
| Total Pages | : 672 |
| Release | : 2021-03-24 |
| Genre | : Science |
| ISBN | : 3527346058 |
The book includes a historical introduction to organometallic chemistry, a survey of mechanisms, and an extensive introduction to quantum mechanical computational methods.
| Author | : Pierre Vogel |
| Publisher | : John Wiley & Sons |
| Total Pages | : 1386 |
| Release | : 2019-10-07 |
| Genre | : Science |
| ISBN | : 3527345329 |
Provides the background, tools, and models required to understand organic synthesis and plan chemical reactions more efficiently Knowledge of physical chemistry is essential for achieving successful chemical reactions in organic chemistry. Chemists must be competent in a range of areas to understand organic synthesis. Organic Chemistry provides the methods, models, and tools necessary to fully comprehend organic reactions. Written by two internationally recognized experts in the field, this much-needed textbook fills a gap in current literature on physical organic chemistry. Rigorous yet straightforward chapters first examine chemical equilibria, thermodynamics, reaction rates and mechanisms, and molecular orbital theory, providing readers with a strong foundation in physical organic chemistry. Subsequent chapters demonstrate various reactions involving organic, organometallic, and biochemical reactants and catalysts. Throughout the text, numerous questions and exercises, over 800 in total, help readers strengthen their comprehension of the subject and highlight key points of learning. The companion Organic Chemistry Workbook contains complete references and answers to every question in this text. A much-needed resource for students and working chemists alike, this text: -Presents models that establish if a reaction is possible, estimate how long it will take, and determine its properties -Describes reactions with broad practical value in synthesis and biology, such as C-C-coupling reactions, pericyclic reactions, and catalytic reactions -Enables readers to plan chemical reactions more efficiently -Features clear illustrations, figures, and tables -With a Foreword by Nobel Prize Laureate Robert H. Grubbs Organic Chemistry: Theory, Reactivity, and Mechanisms in Modern Synthesis is an ideal textbook for students and instructors of chemistry, and a valuable work of reference for organic chemists, physical chemists, and chemical engineers.
| Author | : Koji Kubota |
| Publisher | : Springer |
| Total Pages | : 222 |
| Release | : 2017-06-27 |
| Genre | : Science |
| ISBN | : 9811049351 |
This book describes state-of-the-art borylation chemistry using copper(I) catalysis. Enantioselective reactions are included to afford a variety of functionalized, complex organoboronate esters, which will find wide application in asymmetric synthesis, drug discovery, and material science. Organoboron compounds are recognized as useful reagents in organic synthesis; therefore, great effort has been devoted to the development of a simple, mild, and efficient method for their preparation in the past several years. However, the synthesis of functionalized organoboron compounds remains a challenging issue because known reactions often require the use of highly reactive organometallic carbon nucleophiles. This book focuses on conceptually new, formal nucleophilic copper(I)-catalyzed borylation reactions with diboron compounds that show high selectivity and excellent functional group compatibility. Theoretical studies based on density functional theory calculations to understand the reaction mechanisms have also been described. Advances in this novel borylation chemistry will allow the rapid and efficient synthesis of complex molecules with potentially interesting properties in combination with the boron functionalization process.
| Author | : Maravanji S. Balakrishna |
| Publisher | : Elsevier |
| Total Pages | : 445 |
| Release | : 2019-04-25 |
| Genre | : Science |
| ISBN | : 0128156945 |
Copper(I) Complexes of Phosphines, Functionalized Phosphines and Phosphorus Heterocycles is a comprehensive guide to one of the most widely used and extensively studied metals: copper. The numerous practical applications of copper compounds are discussed, including homogeneous and heterogeneous catalysis and their use as fungicides, pesticides, pigments for paints, resins and glasses, and in high-temperature superconductors. The remarkable structural flexibility of simple copper(I) complexes, such as cuprous halides is covered, including numerous structural motifs that, when combined with different ligand systems, exhibit linear, trigonal planar or tetrahedral geometries. This work is an essential reference for inorganic and coordination chemists, as well as researchers working on catalysis, anticancer reagents, luminescence, fluorescence and photophysical aspects. - Discusses the properties of copper and similarities to noble metals, such as their corrosion resistance, high thermal and electrical conductivity and rich coordination chemistry - Includes the copper(I) coordination chemistry of tertiary phosphines, bisphosphines and phosphines containing other donor atoms and their potential application in catalysis, biosystems and photochemical areas - Features a discussion of the rich photochemistry exhibited by some mixed-ligand copper(I) complexes (phosphines with heteroaromatic ligands) which can exhibit coprophilic interactions, photoluminescence and thermochromic properties
| Author | : Dennis G. Hall |
| Publisher | : John Wiley & Sons |
| Total Pages | : 571 |
| Release | : 2006-05-12 |
| Genre | : Science |
| ISBN | : 3527606823 |
For the first time, the whole field of organoboronic acids is presented in one comprehensive handbook. Professor Dennis Hall, a rising star within the community, covers all aspects of this important substance class, including applications in chemistry, biology and medicine. Starting with an introduction to the structure, properties, and preparation of boronic acid derivatives, together with an overview of their reactions and applications, the book goes on to look at metal-catalyzed borylation of alkanes and arenas, coupling reactions and rhodium-catalyzed additions of boronic acids to alkenes and carbonyl compounds. There follows chapters on copper-promoted C-O and C-N cross-coupling of boronic acids, recent applications in organic synthesis, as well as alpha-haloalkylboronic esters in asymmetric synthesis. Later sections deal with cycloadditions, organoboronic acids, oxazaborolidines as asymmetric inducers, and boronic acid based receptors and sensors. The whole is rounded off with experimental procedures, making this invaluable reading for organic, catalytic and medicinal chemists, as well as those working in organometallics.
| Author | : Yasushi Nishihara |
| Publisher | : Springer Science & Business Media |
| Total Pages | : 247 |
| Release | : 2012-12-14 |
| Genre | : Science |
| ISBN | : 3642323685 |
“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.
| Author | : E. Fernández |
| Publisher | : Thieme |
| Total Pages | : 582 |
| Release | : 2020-05-22 |
| Genre | : Science |
| ISBN | : 3132429732 |
The widespread use of organoboron compounds justifies the efforts devoted to their synthesis, as well as toward developing an understanding of their reactivity. The nature of the mono- or diboron species is of paramount importance in determining the reversible covalent binding properties of the boron atom with both nucleophiles and electrophiles. By wedding the rich chemical potential of organoboron compounds to the ubiquity of organic scaffolds, advanced borylation reactions have the potential to open unprecedented synthetic alternatives, and new knowledge in the field should encourage chemists to use organoboron compounds. In this volume, the main objective is to provide a collection of the most useful, practical, and reliable methods, reported mainly within the last decade, for boron activation and boron reactivity. The volume covers the main concepts of organoboron compounds and includes experimental procedures, enabling newcomers to the field the instant and reliable application of the new tools in synthesis. Rather than aiming for a comprehensive coverage, the most advanced solutions for challenging transformations are introduced. To this end, a team of pioneers and leaders in the field have been assembled who discuss both the practical and conceptual aspects of this rapidly growing field.
| Author | : Takahiko Akiyama |
| Publisher | : John Wiley & Sons |
| Total Pages | : 798 |
| Release | : 2022-05-27 |
| Genre | : Science |
| ISBN | : 1119736412 |
Catalytic Asymmetric Synthesis Seminal text presenting detailed accounts of the most important catalytic asymmetric reactions known today This book covers the preparation of enantiomerically pure or enriched chemical compounds by use of chiral catalyst molecules. While reviewing the most important catalytic methods for asymmetric organic synthesis, this book highlights the most important and recent developments in catalytic asymmetric synthesis. Edited by two well-qualified experts, sample topics covered in the work include: Metal catalysis, organocatalysis, photoredox catalysis, enzyme catalysis C–H bond functionalization reactions Carbon–carbon bond formation reactions, carbon–halogen bond formation reactions, hydrogenations, polymerizations, flow reactions Axially chiral compounds Retaining the best of its predecessors but now thoroughly up to date with the important and recent developments in catalytic asymmetric synthesis, the 4th edition of Catalytic Asymmetric Synthesis serves as an excellent desktop reference and text for researchers and students, from upper-level undergraduates all the way to experienced professionals in industry or academia.
