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Application Of Hydrogen Bonding In Asymmetric Hydrogenation
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Book Synopsis Application of Hydrogen Bonding in Asymmetric Hydrogenation by : Jialin Wen
Download or read book Application of Hydrogen Bonding in Asymmetric Hydrogenation written by Jialin Wen and published by . This book was released on 2016 with total page 155 pages. Available in PDF, EPUB and Kindle. Book excerpt: Hydrogen bonding has been widely observed in biosynthesis and enzyme catalysis. It plays an important role in such fields as molecular recognition, supramolecular chemistry and small molecule catalysis. A new concept of organocatalysis emerged in recent two decades. Hydrogen bonding is the keystone for thiourea catalysis or phosphoric acid catalysis. With high turnover numbers and excellent enantioselectivity, transition metal catalysis not only is the arts in academia, but also find its merit in industrial application. Homogeneous hydrogenation, among many successful transition metal catalyzed reactions, has been serving the synthetic communities for many years, both in academia or in industry. The success of secondary interaction and hydrogen bonding offer us an alternative: the combination of hydrogen bonding and steric hindrance help to create a chiral environment in which substrates could be reduced efficiently. Guided by this rationale, a ferrocene-based bisphosphine/thiourea ligand, ZhaoPhos was synthesized in our group. It was applied in the asymmetric hydrogenation of nitroolefins with hydrogen bonding between the ligand and substrates. Thiourea-carbonyl hydrogen bonding is another model of non-covalent interaction. Therefore, the asymmetric hydrogenation of unsaturated carbonyl compounds is also practical. Besides neutral compounds, ionic unsaturated substrates could form non-covalent interactions with thiourea through anion binding as well. It makes the asymmetric reduction of iminium ions and N-heteroaromatics (quinolines, isoquinolines and indoles) possible. These type of unsaturated compounds were challenging for traditional transition metal catalyzed hydrogenation. They could now be achieved with high enantioselectivity with a rhodium/ZhaoPhos complex. An outer-sphere mechanism involving hydride transfer was proposed since these substrates were thought to lack of coordinating ability to the metal center. As a traditional catalytic system, rhodium/bisphosphine complexes have been applied to catalyze hydrogenation of C=C bonds in a long time. The application in hydrogenation of non- or weak coordinating unsaturated compounds changed our view towards of this class of complexes. In the meanwhile, the role of hydrogen bonding is still a mechanistically unexplored area: what is the geometry of the ligand-substrate complex? How does the hydrogen bonding influence the activation energy in the transition state? Many in-depth studies are needed in the future.
Book Synopsis Planar-Chiral Hydrogen-Bond Donor Catalysts by : Jakob Schneider
Download or read book Planar-Chiral Hydrogen-Bond Donor Catalysts written by Jakob Schneider and published by Cuvillier Verlag. This book was released on 2010-11-02 with total page 276 pages. Available in PDF, EPUB and Kindle. Book excerpt: This thesis focuses on the first synthesis and application of planar-chiral [2.2]paracyclophane- derived hydrogen-bond donor catalysts, thereby inducing a unique chiral motif into the emerging field of thiourea organocatalysis. Reaction acceleration through hydrogen-bond catalysis has made a significant impact on the field, rendering the development of potent catalyst structures extremely valuable. Based on the [2.2]paracyclophane scaffold, mono- and bi-functional thiourea catalysts were prepared. The rigidity of the [2.2]paracyclophane structure leads to a unique setup of the substituents. In pseudo-geminal position to the thiourea moiety, a hydroxy group was selected and introduced as the second functionality. In a 12-step synthesis, the enantiopure hydroxy- substituted [2.2]paracyclophanylene thiourea was obtained. Furthermore, efficient access to enantiopure pseudo-geminally substituted 13-amino-4- bromo[2.2]paracyclophane was developed. The aminobromide was employed in cross- coupling reactions to yield arylated amino[2.2]paracyclophanes, exhibiting a broad range of electronic and steric features useful for organocatalytic applications. The developed catalysts were applied in asymmetric organic transformations and proved most useful in the transfer hydrogenation reaction. The hydroxy-substituted thiourea catalyst particularly exhibited catalytic activity and stereoselectivity. To shed light on the mode of action of this class of hydrogen-bond catalysts, various analytic methods were conducted. Through extensive crystallographic and NMR complexation experiments, the binding properties of the catalysts were investigated in terms of their interaction with hydrogen-bond- accepting functional groups. Furthermore, quantum chemical DFT and ab initio calculations were undertaken to explore the favored conformations of [2.2]paracyclophane-derived thioureas. The combined findings revealed substrate-dependent activation via single or double hydrogen bonding between the NH groups of the thiourea and the respective substrate. Furthermore, a class of readily accessible hydrogen-bond thiourea catalysts was developed, derived from amino acids. Their steric and electronic features were modulated by their degree of substitution at the carbinol carbon center. All catalysts were applied in the asymmetric transfer hydrogenation of nitroolefins, furnishing the products in up to 99% yield and 87% enantiomeric excess.
Book Synopsis Hydrogen Transfer Reactions by : Gabriela Guillena
Download or read book Hydrogen Transfer Reactions written by Gabriela Guillena and published by Springer. This book was released on 2016-09-27 with total page 393 pages. Available in PDF, EPUB and Kindle. Book excerpt: The series Topics in Current Chemistry Collections presents critical reviews from the journal Topics in Current Chemistry organized in topical volumes. The scope of coverage is all areas of chemical science including the interfaces with related disciplines such as biology, medicine and materials science. The goal of each thematic volume is to give the non-specialist reader, whether in academia or industry, a comprehensive insight into an area where new research is emerging which is of interest to a larger scientific audience. Each review within the volume critically surveys one aspect of that topic and places it within the context of the volume as a whole. The most significant developments of the last 5 to 10 years are presented using selected examples to illustrate the principles discussed. The coverage is not intended to be an exhaustive summary of the field or include large quantities of data, but should rather be conceptual, concentrating on the methodological thinking that will allow the non-specialist reader to understand the information presented. Contributions also offer an outlook on potential future developments in the field.
Book Synopsis Hydrogen Bonding in Organic Synthesis by : Petri M. Pihko
Download or read book Hydrogen Bonding in Organic Synthesis written by Petri M. Pihko and published by John Wiley & Sons. This book was released on 2009-09-09 with total page 395 pages. Available in PDF, EPUB and Kindle. Book excerpt: This first comprehensive overview of the rapidly growing field emphasizes the use of hydrogen bonding as a tool for organic synthesis, especially catalysis. As such, it covers such topics as enzyme chemistry, organocatalysis and total synthesis, all unified by the unique advantages of hydrogen bonding in the construction of complex molecules from simple precursors. Providing everything you need to know, this is a definite must for every synthetic chemist in academia and industry.
Book Synopsis Asymmetric Hydrogenation and Transfer Hydrogenation by : Virginie Ratovelomanana-Vidal
Download or read book Asymmetric Hydrogenation and Transfer Hydrogenation written by Virginie Ratovelomanana-Vidal and published by John Wiley & Sons. This book was released on 2021-07-19 with total page 402 pages. Available in PDF, EPUB and Kindle. Book excerpt: Asymmetric Hydrogenation and Transfer Hydrogenation Discover the latest developments in homogeneous asymmetric (transfer) hydrogenation with this up-to-date resource Asymmetric Hydrogenation and Transfer Hydrogenation delivers a current and cutting-edge investigation of homogenous asymmetric hydrogenation and transfer hydrogenation reactions of prochiral substrates by using organometallic catalysts (like ruthenium, rhodium, iridium, iron, and copper) and organic catalysts. Distinguished researchers and editors Virginie Ratovelomanana-Vidal and Phannarath Phansavath also offer readers a comprehensive walkthrough of substituted ketones through dynamic kinetic resolution, as well a presentation of the mechanisms and application of asymmetric hydrogenation reactions to the synthesis of biologically relevant compounds. The book comprehensively details its complex subject matter clearly and plainly and covers everything from catalyst development and reactions to mechanisms and applications in academia and industry. The papers included within come from many of the leading voices in their respective fields and represent the newest and best research available today. Compiled for researchers and private-industry chemists alike, Asymmetric Hydrogenation and Transfer Hydrogenation also discusses a wide variety of other topics like: A discussion of the development of chiral metal catalysts for asymmetric transfer hydrogenation Several examinations of asymmetric transfer hydrogenation of a variety of chemical groups, including ketones, aryl and heteroaryl ketones, substituted ketones, and heteroaromatic compounds, alkenes, and imines An exploration of the mechanism of asymmetric hydrogenation and continuous flow asymmetric hydrogenation A full and thorough treatment of the industrial applications of asymmetric hydrogenation Perfect for catalytic chemists, chemists working on or with organometallics, organic chemists, natural product chemists, pharmaceutical chemists, medicinal chemists, and industrial chemists, Asymmetric Hydrogenation and Transfer Hydrogenation also belongs on the bookshelves of research and university institutes and libraries who wish to expand their selection on a topic fundamental to organic synthesis.
Book Synopsis New Advances in Hydrogenation Processes by : Maryam Takht Ravanchi
Download or read book New Advances in Hydrogenation Processes written by Maryam Takht Ravanchi and published by BoD – Books on Demand. This book was released on 2017-01-25 with total page 364 pages. Available in PDF, EPUB and Kindle. Book excerpt: Hydrogen is one of the abundant elements on earth majorly in the form of water (H2O) and mainly as hydrogen gas (H2). Catalytic hydrogenation is a key reaction that has versatile applications in different industries. The main objective of this book is to bring together various applications of hydrogenation through the perspective of leading researchers in the field. This book is intended to be used as a graduate-level text book or as a practical guide for industrial engineers.
Book Synopsis Hydrogen Bonding - New Insights by : Slawomir Grabowski
Download or read book Hydrogen Bonding - New Insights written by Slawomir Grabowski and published by Springer Science & Business Media. This book was released on 2006-10-07 with total page 536 pages. Available in PDF, EPUB and Kindle. Book excerpt: This book uses examples from experimental studies to illustrate theoretical investigations, allowing greater understanding of hydrogen bonding phenomena. The most important topics in recent studies are covered. This volume is an invaluable resource that will be of particular interest to physical and theoretical chemists, spectroscopists, crystallographers and those involved with chemical physics.
Download or read book Hydrogenation written by Iyad Karamé and published by BoD – Books on Demand. This book was released on 2012-10-10 with total page 342 pages. Available in PDF, EPUB and Kindle. Book excerpt: The domain of catalytic hydrogenation continues to grow fast, reflecting the wide range of chemical applications that can be enhanced by the easy use of molecular hydrogen. The advances in characterization techniques and their application have improved our understanding of the catalytic processes and mechanisms occurring in both homogeneous and heterogeneous catalysis. The aim of this volume, although not exhaustive, is to provide a general overview of new progress of the hydrogenation reactions. This volume comprises a series of various contributions, as reviews or original articles, treating heterogeneously and homogeneously catalyzed hydrogenation reactions. It is composed of three parts: hydrogenation reactions in fine organic chemistry, hydrogenation reactions in environmental chemistry and renewable energy, and special topics in hydrogenation.
Book Synopsis Principles and Applications of Asymmetric Synthesis by : Guo-Qiang Lin
Download or read book Principles and Applications of Asymmetric Synthesis written by Guo-Qiang Lin and published by John Wiley & Sons. This book was released on 2003-05-29 with total page 536 pages. Available in PDF, EPUB and Kindle. Book excerpt: Asymmetric synthesis remains a challenge to practicing scientistsas the need for enantiomerically pure or enriched compoundscontinues to increase. Over the last decade, a large amount ofliterature has been published in this field. Principles andApplications of Asymmetric Synthesis consolidates and evaluates themost useful methodologies into a one-volume resource for theconvenience of practicing scientists and students. Authored by internationally renowned scientists in the field, thisreliable reference covers more than 450 reactions and includesimportant stoichiometric as well as catalytic asymmetric reactions.The first chapter reviews the basic principles, commonnomenclature, and analytical methods, and the remainder of the bookis organized according to reaction type. The text examines suchtopics as: Carbon-carbon bond formations involving carbonyls, enamines,imines, and enolates Asymmetric C-O bond formations including epoxidation,dihydroxylation, and aminohydroxylation Asymmetric synthesis using the Diels-Alder reaction and othercyclizations Applications to the total synthesis of natural products Use of enzymes in asymmetric synthesis Practicing chemists in the pharmaceutical, fine chemical, andagricultural professions as well as graduate students will findthat Principles and Applications of Asymmetric Synthesis affordscomprehensive and current coverage.
Book Synopsis Enantioselection in Asymmetric Catalysis by : Ilya D. Gridnev
Download or read book Enantioselection in Asymmetric Catalysis written by Ilya D. Gridnev and published by CRC Press. This book was released on 2016-11-03 with total page 274 pages. Available in PDF, EPUB and Kindle. Book excerpt: The field of asymmetric catalysis is currently one of the hottest areas in chemistry. This unique book focuses on the mechanism of enantioselectivity in asymmetric catalysis, rather than asymmetric catalysis from the synthetic view. It describes reliable, experimentally and computationally supported mechanisms, and discusses the danger of so-called "plausible" or "accepted" mechanisms leading to wrong conclusions. It draws parallels to enzymatic catalysis in biochemistry, and examines in detail the physico-chemical aspects of enantioselective catalysis.
Book Synopsis Recent Advances in Organocatalysis by : Iyad Karamé
Download or read book Recent Advances in Organocatalysis written by Iyad Karamé and published by BoD – Books on Demand. This book was released on 2016-09-28 with total page 194 pages. Available in PDF, EPUB and Kindle. Book excerpt: Organocatalysis has recently attracted enormous attention as green and sustainable catalysis. It was realized as a fundamental field providing wide families of catalysts for important organic transformations. It will certainly develop in the future. Given the diversity of accessible transformations, metal-catalyzed reactions have become major tools in organic synthesis that will undoubtedly continue to have an important impact in the future. Alternatively, over the last years, a metal-free approach such as organocatalysis has reached a level of faithfulness, allowing researchers to discover new catalytic systems based on engagement of new or early-prepared organic molecules as organocatalysts. Organocatalysis meets green chemistry principles, especially the reduction of toxicity and chemical accidents, the biodegradability, and the use of benign and friendlier reaction media and conditions.
Book Synopsis Catalytic Methods in Asymmetric Synthesis by : Michelangelo Gruttadauria
Download or read book Catalytic Methods in Asymmetric Synthesis written by Michelangelo Gruttadauria and published by John Wiley & Sons. This book was released on 2011-09-27 with total page 720 pages. Available in PDF, EPUB and Kindle. Book excerpt: This book covers advances in the methods of catalytic asymmetric synthesis and their applications. Coverage moves from new materials and technologies to homogeneous metal-free catalysts and homogeneous metal catalysts. The applications of several methodologies for the synthesis of biologically active molecules are discussed. Part I addresses recent advances in new materials and technologies such as supported catalysts, supports, self-supported catalysts, chiral ionic liquids, supercritical fluids, flow reactors and microwaves related to asymmetric catalysis. Part II covers advances and milestones in organocatalytic, enzymatic and metal-based mediated asymmetric synthesis, including applications for the synthesis of biologically active molecules. Written by leading international experts, this book consists of 16 chapters with 2000 References and illustrations of 560 schemes and figures.
Book Synopsis Organic Chemistry of Enzyme-Catalyzed Reactions, Revised Edition by : Richard B. Silverman
Download or read book Organic Chemistry of Enzyme-Catalyzed Reactions, Revised Edition written by Richard B. Silverman and published by Elsevier. This book was released on 2002-03-07 with total page 736 pages. Available in PDF, EPUB and Kindle. Book excerpt: The Organic Chemistry of Enzyme-Catalyzed Reactions is not a book on enzymes, but rather a book on the general mechanisms involved in chemical reactions involving enzymes. An enzyme is a protein molecule in a plant or animal that causes specific reactions without itself being permanently altered or destroyed. This is a revised edition of a very successful book, which appeals to both academic and industrial markets. Illustrates the organic mechanism associated with each enzyme-catalyzed reaction Makes the connection between organic reaction mechanisms and enzyme mechanisms Compiles the latest information about molecular mechanisms of enzyme reactions Accompanied by clearly drawn structures, schemes, and figures Includes an extensive bibliography on enzyme mechanisms covering the last 30 years Explains how enzymes can accelerate the rates of chemical reactions with high specificity Provides approaches to the design of inhibitors of enzyme-catalyzed reactions Categorizes the cofactors that are appropriate for catalyzing different classes of reactions Shows how chemical enzyme models are used for mechanistic studies Describes catalytic antibody design and mechanism Includes problem sets and solutions for each chapter Written in an informal and didactic style
Author :Piet W.N.M. van Leeuwen Publisher :Springer Science & Business Media ISBN 13 :1402020007 Total Pages :413 pages Book Rating :4.4/5 (2 download)
Book Synopsis Homogeneous Catalysis by : Piet W.N.M. van Leeuwen
Download or read book Homogeneous Catalysis written by Piet W.N.M. van Leeuwen and published by Springer Science & Business Media. This book was released on 2006-08-02 with total page 413 pages. Available in PDF, EPUB and Kindle. Book excerpt: No available as softcover No other book available that gives insight into so many reactions of importance, while the field of homogeneous catalysis is becoming more and more important to organic chemists, industrial chemists, and academia. Gives real insight in the many new and old reactions of importance, based on the author's extensive experience in both teaching and industrial practice. Provide background to chemists trained in a different discipline and graduate and masters students who take catalysis as a main or secondary topic.
Book Synopsis Supramolecular Catalysis by : Piet W.N.M. van Leeuwen
Download or read book Supramolecular Catalysis written by Piet W.N.M. van Leeuwen and published by John Wiley & Sons. This book was released on 2021-12-31 with total page 708 pages. Available in PDF, EPUB and Kindle. Book excerpt: Supramolecular Catalysis Provides a timely and detailed overview of the expanding field of supramolecular catalysis The subdiscpline of supramolecular catalysis has expanded in recent years, benefiting from the development of homogeneous catalysis and supramolecular chemistry. Supramolecular catalysis allows chemists to design custom-tailored metal and organic catalysts by devising non-covalent interactions between the various components of the reaction. Edited by two world-renowned researchers, Supramolecular Catalysis: New Directions and Developments summarizes the most significant developments in the dynamic, interdisciplinary field. Contributions from an international panel of more than forty experts address a broad range of topics covering both organic and metal catalysts, including emergent catalysis by self-replicating molecules, switchable catalysis using allosteric effects, supramolecular helical catalysts, and transition metal catalysis in confined spaces. This authoritative and up-to-date volume: Covers ligand-ligand interactions, assembled multi-component catalysts, ligand-substrate interactions, and supramolecular organocatalysis and non-classical interactions Presents recent work on supramolecular catalysis in water, supramolecular allosteric catalysis, and catalysis promoted by discrete cages, capsules, and other confined environments Highlights current research trends and discusses the future of supramolecular catalysis Includes full references and numerous figures, tables, and color illustrations Supramolecular Catalysis: New Directions and Developments is essential reading for catalytic chemists, complex chemists, biochemists, polymer chemists, spectroscopists, and chemists working with organometallics.
Book Synopsis Asymmetric Catalysis by : B. Bosnich
Download or read book Asymmetric Catalysis written by B. Bosnich and published by Springer. This book was released on 2011-09-26 with total page 172 pages. Available in PDF, EPUB and Kindle. Book excerpt: The rate of advance in areas of science is seldom constant. Usually certain fields effloresce with activity because of the ~ealization that solutions are possible to long standing important problems. So it is now with asymmetric catalysis, a field which promises to change profoundly the strategic thinking of synthetic chemists. As this Report will show, reagents which can induce catalytic enantiocontrol of chemical transformations could represent the ultimate synthetic method. Nearly all synthetic strategies of complex molecules involve steps which require enantiocontrol and, in many cases, a specific catalytic transformation embodying enan tiocontrol has enormous advantages in terms of the rate and economy of the reaction. Because asymmetric catalysis is in a formative stage, workers with different backgrounds have joined the field. This Workshop had representatives with organometallic, organic, structural, kinetic, enzymatic, microbiological and industrial backgrounds. Each had his own perspective and this Report represents a consensus of this group of eleven people. The result is probably as compre hensive and balanced a view of the subject as is possible at present. It is hoped that those who have until now had but a glancing interest in asymmetric catalysis will find this Report a useful indication of its present state. We believe that asymmetric catalysis will have an increasing impact on the development of chemistry and will eventually dominate much of synthetic and industrial chemistry.
Book Synopsis Metal-Catalyzed Asymmetric Hydrogenation. Evolution and Prospect by :
Download or read book Metal-Catalyzed Asymmetric Hydrogenation. Evolution and Prospect written by and published by Academic Press. This book was released on 2021-11-23 with total page 438 pages. Available in PDF, EPUB and Kindle. Book excerpt: Metal-Catalyzed Asymmetric Hydrogenation, Volume 68 in the Advances in Catalysis series, fills the gap between journal papers and textbooks across diverse areas of catalysis research. For more than 60 years, this series has recorded and presented the latest progress in the field of catalysis, giving the scientific community comprehensive and authoritative reviews. Chapters in this new release include Asymmetric hydrogenation of functionalized olefins, Asymmetric hydrogenation of unfunctionalized olefins or with poorly coordinative groups, Asymmetric hydrogenation of imines, Asymmetric hydrogenation of ketones, Asymmetric hydrogenation in industry, and Computational insights into metal-catalyzed asymmetric hydrogenation. This series is an invaluable and comprehensive resource for chemical engineers and chemists working in the field of catalysis in both academia and industry, with this release focusing on solid acids, surface acidity and heterogeneous acid catalysis. Contains authoritative reviews written by experts in the field Explores topics that reflect progress in the field, such as catalyst synthesis, catalyst characterization, catalytic chemistry, reaction engineering, computational chemistry and physics Provides insightful and critical articles that are fully edited to suit various backgrounds
