Download or read book Rhodium catalyzed Cycloadditions and Cycloisomerizations Involving Propargylic Esters and Alcohols written by Xiaoxun Li and published by . This book was released on 2014 with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt: Transition metal-catalyzed cyloaddition and cycloisomerization reactions occupy a central position within the realm of organic synthesis. Research described in this thesis focuses on using propargylic esters and alcohols as building blocks for rhodium(I)-catalyzed cycloadditions and cycloisomerizations. The discovery and application of combining the [pi]-acidity and redox/insertion reactivity of rhodium(I) complexes, led to the development of many new reactions. By taking advantage of Rh-catalyzed 1,3-acyloxy migration of propargylic esters, I developed two tandem reactions. One is Rh-catalyzed carbonylation of 3-acyloxy-1,4-enynes (ACEs) for the synthesis of highly substituted cyclopentenones, and the other is ring expansion of cyclopropanes or cyclobutanes for the preparation of highly functionalized seven-membered or eight-membered carbocycles. By taking advantage of Rh-catalyzed 1,2-acyloxy migration of propargylic esters adjacent to heterocycles, I developed a novel and practical method for the preparation of a series of heterocycles including indoles, benzofurans, carbazoles and benzothiophenes from substituted pyrroles, furans, indoles and thiophenes. Inspired by the first Rh-catalyzed intra- and intermolecular [5+2] cycloadditions of 3-acyloxy-1,4-enynes (ACEs) with alkynes, I developed a new five-carbon building block, an inverted ACE, for [5+2] cycloadditions by switching the position of the alkene and alkyne groups in ACE. By replacing the acyloxy group in ACE with OH leaving group and aniline nucleophile, a completely new type of 5-carbon building block (HYE) was designed for cycloadditions. The tandem indole annulation and [5+1] cycloaddition was realized for the synthesis of various highly substituted carbazoles. Natural products glycosinine and mahanimbine were prepared. Furthermore, indolyl Rh(I)-carbene could be generated from 3-hydroxy-1,4-enyne (HYE) through a dehydration process. With different N-protecting group, I prepared dimeric indoles, cyclopropyl indoles, vinyl indoles and other interesting indole derivatives.

Download or read book Rhodium catalyzed 5 1 and 5 2 Cycloadditions Using 1 4 enyne as the Five carbon Component written by Wangze Song and published by . This book was released on 2016 with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt: Transition metal-catalyzed cycloaddition reaction is one of the most efficient ways to access ring systems and remains to be one of the most active areas in organic chemistry. The discovery of 3-acyloxy-1,4-enyne (ACE) and 3-hydroxy-1,4-enyne (HYE) as the five-carbon components has led to the development of various Rh-catalyzed [5+1] and [5+2] cycloadditions in our group. These novel methods offered efficient access to highly substituted six- and seven-membered carbocycles. I will present our progresses on the development, application and mechanistic studies of the following four [5+1] and [5+2] cycloadditions. 1) Using ACE bearing an electron-rich ester as the five-carbon component, a [5+1] cycloaddition was realized under mild conditions for the preparation of highly substituted phenols. 2) Based on our previous success on Rh-catalyzed intermolecular [5+2] cycloaddition of ACE and alkynes, a library of highly substituted tropones was successfully prepared by modifying the cycloheptatriene products derived from the [5+2] cycloaddition. 3) The scope of the Rh-catalyzed intramolecular [5+2] cycloaddition of ACE with alkenes was expanded and the Rh-catalyzed intramolecular [5+2] cycloaddition of ACE with allenes was developed for the synthesis of highly functionalized bicyclic 5-7 fused ring systems with multiple stereogenic centers. 4) Using HYE as the 5-carbon component, a [5+1] carbonylative benzannulation reaction was previously developed in our group for the synthesis of tricyclic carbazoles. The scope of this tandem reaction is now expanded to the synthesis of tetra- and even pentacyclic ring systems including furocarbazoles, thiophenocarbazole, pyrrolocarbazole, and indolocarbazole. Metal carbene intermediates are involved in most of these cycloadditions. The strategy of using propargylic esters and propargylic alcohols as the Rh(I) carbene precursor should have broad implications in transition metal catalysis and metal carbene chemistry.

Download or read book Modern Rhodium Catalyzed Organic Reactions written by P. Andrew Evans and published by John Wiley & Sons. This book was released on 2006-03-06 with total page 496 pages. Available in PDF, EPUB and Kindle. Book excerpt: Rhodium has proven to be an extremely useful metal due to its ability to catalyze an array of synthetic transformations, with quite often-unique selectivity. Hydrogenation, C-H activation, allylic substitution, and numerous other reactions are catalyzed by this metal, which presumably accounts for the dramatic increase in the number of articles that have recently emerged on the topic. P. Andrew Evans, the editor of this much-needed book, has assembled an internationally renowned team to present the first comprehensive coverage of this important area. The book features contributions from leaders in the field of rhodium-catalyzed reactions, and thereby provides a detailed account of the most current developments, including: Rhodium-Catalyzed Asymmetric Hydrogenation (Zhang) Rhodium-Catalyzed Hydroborations and Related Reactions (Brown) Rhodium-Catalyzed Asymmetric Addition of Organometallic Reagents to Electron Deficient Olefins (Hayashi) Recent Advances in Rhodium(I)-Catalyzed Asymmetric Olefin Isomerization and Hydroacylation Reactions (Fu) Stereoselective Rhodium(I)-Catalyzed Hydroformylation and Silylformylation Reactions and Their Application to Organic Synthesis (Leighton) Carbon-Carbon Bond-Forming Reactions Starting from Rh-H or Rh-Si Species (Matsuda) Rhodium(I)-Catalyzed Cycloisomerization and Cyclotrimerization Reactions (Ojima) The Rhodium(I)-Catalyzed Alder-ene Reaction (Brummond) Rhodium-Catalyzed Nucleophilic Ring Cleaving Reactions of Allylic Ethers and Amines (Fagnou) Rhodium(I)-Catalyzed Allylic Substitution Reactions and their Applications to Target Directed Synthesis (Evans) Rhodium(I)-Catalyzed [2+2+1] and [4+1] Carbocyclization Reactions (Jeong) Rhodium(I)-Catalyzed [4+2] and [4+2+2] Carbocyclizations (Robinson) Rhodium(I)-Catalyzed [5+2], [6+2], and [5+2+1] Cycloadditions: New Reactions for Organic Synthesis (Wender) Rhodium(II)-Stabilized Carbenoids Containing both Donor and Acceptor Substituents (Davies) Chiral Dirhodium(II)Carboxamidates for Asymmetric Cyclopropanation and Carbon-Hydrogen Insertion Reactions (Doyle) Cyclopentane Construction by Rhodium(II)-Mediated Intramolecular C-H Insertion (Taber) Rhodium(II)-Catalyzed Oxidative Amination (DuBois) Rearrangement Processes of Oxonium and Ammonium Ylides Formed by Rhodium(II)-Catalyzed Carbene-Transfer (West) Rhodium(II)-Catalyzed 1,3-Dipolar Cycloaddition Reactions (Austin) "Modern Rhodium-Catalyzed Organic Reactions" is an essential reference text for researchers at all levels in the general area of organic chemistry. This book provides an invaluable overview of the most significant developments in this important area of research, and will no doubt be an essential text for researchers at academic institutions and professionals at pharmaceutical/agrochemical companies.

Download or read book Rhodium and Platinum Catalyzed Cycloadditions from Propargylic Esters and Ethers written by and published by . This book was released on 2013 with total page 514 pages. Available in PDF, EPUB and Kindle. Book excerpt: The past decade has witnessed a "gold rush" due to the novel [tau tau]-acidity of gold. On the other hand, rhodium is well known for traditional organometallic reactivities such as oxidative addition, reductive elimination, and carbonylation, which makes rhodium widely utilized in industrial processes such as hydroformylation and Monsanto acetic acid synthesis. My Ph.D. research combines [tau tau]-acidity of rhodium with traditional reactivities of rhodium. In particular, we use [tau tau]-acidic Rh-complexes to activate propargylic esters and ethers for cycloadditions. Propargylic esters can undergo either 1,3- or 1,2-acyloxy migration in the presence of rhodium to form allenes and vinyl metal carbenes respectively. By taking advantage of the Rh-catalyzed 1,3-acyloxy migration, I developed a [5+1] cycloaddition starting from cyclopropyl propargylic esters. By taking advantage of Rh-catalyzed 1,2-acyloxy migration, I contributed to the synthesis of 7- and 8-membered rings starting from vinyl propargylic esters. Vinyl metal carbenes could also be obtained from propargylic esters tethered with a nucleophile. By employing either platinum or rhodium metal complexes, I developed a tandem indole annulation and [4+3] cycloaddition with dienes and furans involving vinyl metal carbene intermediates. Biologically interesting bisindoles were also synthesized through a similar indole annulation followed by intermolecular nucleophilic trap of external indoles.

Download or read book Rhodium Catalysis in Organic Synthesis written by Ken Tanaka and published by John Wiley & Sons. This book was released on 2019-05-06 with total page 684 pages. Available in PDF, EPUB and Kindle. Book excerpt: An essential reference to the highly effective reactions applied to modern organic synthesis Rhodium complexes are one of the most important transition metals for organic synthesis due to their ability to catalyze a variety of useful transformations. Rhodium Catalysis in Organic Synthesis explores the most recent progress and new developments in the field of catalytic cyclization reactions using rhodium(I) complexes and catalytic carbon-hydrogen bond activation reactions using rhodium(II) and rhodium(III) complexes. Edited by a noted expert in the field with contributions from a panel of leading international scientists, Rhodium Catalysis in Organic Synthesis presents the essential information in one comprehensive volume. Designed to be an accessible resource, the book is arranged by different reaction types. All the chapters provide insight into each transformation and include information on the history, selectivity, scope, mechanism, and application. In addition, the chapters offer a summary and outlook of each transformation. This important resource: -Offers a comprehensive review of how rhodium complexes catalyze a variety of highly useful reactions for organic synthesis (e.g. coupling reactions, CH-bond functionalization, hydroformylation, cyclization reactions and others) -Includes information on the most recent developments that contain a range of new, efficient, elegant, reliable and useful reactions -Presents a volume edited by one of the international leading scientists working in the field today -Contains the information that can be applied by researchers in academia and also professionals in pharmaceutical, agrochemical and fine chemical companies Written for academics and synthetic chemists working with organometallics, Rhodium Catalysis in Organic Synthesis contains the most recent information available on the developments and applications in the field of catalytic cyclization reactions using rhodium complexes.

Download or read book Rhodium Catalyzed Hydroformylation written by Piet W.N.M. van Leeuwen and published by Springer Science & Business Media. This book was released on 2002-03-31 with total page 304 pages. Available in PDF, EPUB and Kindle. Book excerpt: In the last decade there have been numerous advances in the area of rhodium-catalyzed hydroformylation, such as highly selective catalysts of industrial importance, new insights into mechanisms of the reaction, very selective asymmetric catalysts, in situ characterization and application to organic synthesis. The views on hydroformylation which still prevail in the current textbooks have become obsolete in several respects. Therefore, it was felt timely to collect these advances in a book. The book contains a series of chapters discussing several rhodium systems arranged according to ligand type, including asymmetric ligands, a chapter on applications in organic chemistry, a chapter on modern processes and separations, and a chapter on catalyst preparation and laboratory techniques. This book concentrates on highlights, rather than a concise review mentioning all articles in just one line. The book aims at an audience of advanced students, experts in the field, and scientists from related fields. The didactic approach also makes it useful as a guide for an advanced course.

Download or read book Studies of Rhodium catalyzed 5 2 Cycloadditions and Their Applications in Organic Synthesis written by Craig Owen Husfeld and published by . This book was released on 2001 with total page 744 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Download or read book Carbon Dioxide and Organometallics written by Xiao-Bing Lu and published by Springer. This book was released on 2015-08-26 with total page 313 pages. Available in PDF, EPUB and Kindle. Book excerpt: 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

Download or read book Artificial Metalloenzymes and MetalloDNAzymes in Catalysis written by Montserrat Diéguez and published by John Wiley & Sons. This book was released on 2018-02-21 with total page 431 pages. Available in PDF, EPUB and Kindle. Book excerpt: An important reference for researchers in the field of metal-enzyme hybrid catalysis Artificial Metalloenzymes and MetalloDNAzymes in Catalysis offers a comprehensive review of the most current strategies, developed over recent decades, for the design, synthesis, and optimization of these hybrid catalysts as well as material about their application. The contributors—noted experts in the field—present information on the preparation, characterization, and optimization of artificial metalloenzymes in a timely and authoritative manner. The authors present a thorough examination of this interesting new platform for catalysis that combines the excellent selective recognition/binding properties of enzymes with transition metal catalysts. The text includes information on the various applications of metal-enzyme hybrid catalysts for novel reactions, offers insights into the latest advances in the field, and contains an informative perspective on the future: Explores the development of artificial metalloenzymes, the modern and strongly evolving research field on the verge of industrial application Contains a comprehensive reference to the research area of metal-enzyme hybrid catalysis that has experienced tremendous growth in recent years Includes contributions from leading researchers in the field Shows how this new catalysis combines the selective recognition/binding properties of enzymes with transition metal catalysts Written for catalytic chemists, bioinorganic chemists, biochemists, and organic chemists, Artificial Metalloenzymes and MetalloDNAzymes in Catalysis offers a unique reference to the fundamentals, concepts, applications, and the most recent developments for more efficient and sustainable synthesis.

Download or read book Progress in Heterocyclic Chemistry written by Gordon W. Gribble and published by Elsevier. This book was released on 2011-11-07 with total page 548 pages. Available in PDF, EPUB and Kindle. Book excerpt: Progress in Heterocyclic Chemistry (PHC) is an annual review series commissioned by the International Society of Heterocyclic Chemistry (ISHC). Volumes in the series contain both highlights of the previous year's literature on heterocyclic chemistry and articles on emerging topics of particular interest to heterocyclic chemists. The chapters in Volume 23 constitute a systematic survey of the important original material reported in the literature of heterocyclic chemistry in 2010. As with previous volumes in the series, Volume 23 apprises academic/industrial chemists and advanced students of developments in heterocyclic chemistry in a convenient format. Covers the heterocyclic literature published in 2010 Includes specialized reviews Features contributions from leading researchers in their fields

Download or read book Gold Catalysis An Homogeneous Approach written by Veronique Michelet and published by World Scientific. This book was released on 2014-06-20 with total page 564 pages. Available in PDF, EPUB and Kindle. Book excerpt: Research on designing new catalytic systems has been one of the most important fields in modern organic chemistry. One reason for this is the predominant contribution of catalysis to the concepts of atom economy and green chemistry in the 21st century. Gold, considered catalytically inactive for a long time, is now a fascinating partner of modern chemistry, as scientists such as Bond, Teles, Haruta, Hutchings, Ito and Hayashi opened new perspectives for the whole synthetic chemist community. This book presents the major advances in homogeneous catalysis, emphasizing the methodologies that create carbon-carbon and carbon-heteroatom bonds, the applications that create diversity and synthesize natural products, and the recent advances and challenges in asymmetric catalysis and computational research.It provides readers with in-depth information about homogeneous gold-catalyzed reactions and presents several explanations for the scientific design of a catalyst. Readers will be able to understand the entire gold area and find solutions to problems in catalysis.Gold Catalysis — An Homogeneous Approach is part of the Catalytic Science Series and features prominent authors who are experts in their respective fields.

Download or read book C C Bond Activation written by Guangbin Dong and published by Springer. This book was released on 2014-09-18 with total page 265 pages. Available in PDF, EPUB and Kindle. Book excerpt: The series Topics in Current Chemistry presents critical reviews of the present and future trends in modern chemical research. 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. Review articles for the individual volumes are invited by the volume editors. Readership: research chemists at universities or in industry, graduate students

Download or read book Iron Catalysis written by Bernd Plietker and published by Springer Science & Business Media. This book was released on 2011-01-05 with total page 227 pages. Available in PDF, EPUB and Kindle. Book excerpt: Juan I. Padrón and Víctor S. Martín: Catalysis by means of Fe-based Lewis acids; Hiroshi Nakazawa*, Masumi Itazaki: Fe–H Complexes in Catalysis; Kristin Schröder, Kathrin Junge, Bianca Bitterlich, and Matthias Beller: Fe-catalyzed Oxidation Reactions of Olefins, Alkanes and Alcohols: Involvement of Oxo- and Peroxo Complexes; Chi-Ming Che, Cong-Ying Zhou, Ella Lai-Ming Wong: Catalysis by Fe=X Complexes (X=NR, CR2); René Peters, Daniel F. Fischer and Sascha Jautze: Ferrocene and Half Sandwich Complexes as Catalysts with Iron Participation; Markus Jegelka, Bernd Plietker: Catalysis by Means of Complex Ferrates.

Download or read book Side Reactions in Organic Synthesis written by Florencio Zaragoza Dörwald and published by John Wiley & Sons. This book was released on 2006-03-06 with total page 389 pages. Available in PDF, EPUB and Kindle. Book excerpt: Most syntheses in the chemical research laboratory fail and usually require several attempts before proceeding satisfactorily. Failed syntheses are not only discouraging and frustrating, but also cost a lot of time and money. Many failures may, however, be avoided by understanding the structure-reactivity relationship of organic compounds. This textbook highlights the competing processes and limitations of the most important reactions used in organic synthesis. By allowing chemists to quickly recognize potential problems this book will help to improve their efficiency and success-rate. A must for every graduate student but also for every chemist in industry and academia. Contents: 1 Organic Synthesis: General Remarks 2 Stereoelectronic Effects and Reactivity 3 The Stability of Organic Compounds 4 Aliphatic Nucleophilic Substitutions: Problematic Electrophiles 5 The Alkylation of Carbanions 6 The Alkylation of Heteroatoms 7 The Acylation of Heteroatoms 8 Palladium-Catalyzed C-C Bond Formation 9 Cyclizations 10 Monofunctionalization of Symmetric Difunctional Substrates

Download or read book Asymmetric Organo Metal Catalysis written by Liu-Zhu Gong and published by John Wiley & Sons. This book was released on 2022-03-14 with total page 354 pages. Available in PDF, EPUB and Kindle. Book excerpt: Explore the latest advances involving organo/metal combined catalysts from leading contributors in the field In Asymmetric Organo-Metal Catalysis: Concepts, Principles, and Applications, accomplished chemist Liu-Zhu Gong delivers a comprehensive discussion of how to design efficient organo/metal combined catalyst systems, new cooperatively catalyzed asymmetric reactions, relay catalytic cascades, and multicomponent reactions. The distinguished author covers critical topics, like the combined catalysis of chiral phase transfer catalysts, enamine, iminium, nucleophilic Lewis base, or Bronsted acids with metal complexes, while also covering the cooperative catalysis of photocatalysts and organocatalysts. The book offers readers an exploration of the general concepts and principles of bond activation and reorganization, together with a comprehensive introduction to the historical developments and recent advances in the field. Readers will also benefit from the descriptions of new chemistry and new synthetic methods included within. Asymmetric Organo-Metal Catalysis also provides: Thorough introductions to chiral PTC-metal cooperative catalysis and enamine-metal cooperative catalysis Comprehensive explorations of iminum-metal relay catalysis and cooperative catalysis of bronsted acids and transition metals Practical discussions of metal-bronsted acid relay catalysis and Lewis base–Lewis acid cooperative catalysis In-depth examinations of Lewis base-transition metal cooperative catalysis and photocatalysis combined with organocatalysis Perfect for organic, catalytic, and pharmaceutical chemists, Asymmetric Organo-Metal Catalysis: Concepts, Principles, and Applications is also an invaluable resource for chemists working with or on organometallics.

Download or read book Iron Catalysis in Organic Chemistry written by Bernd Plietker and published by John Wiley & Sons. This book was released on 2008-09-08 with total page 295 pages. Available in PDF, EPUB and Kindle. Book excerpt: This first comprehensive book to cover this exciting field also deals with the biological aspects, such as enzymes with iron. Following an introduction, this handy reference and handbook goes on to deal with reductions, oxidations of C, H- and C=C bonds, oxidative allylic oxygenation and amination, the oxidation of heteroatoms, cross coupling reactions, aromatic and nucleophilic substitutions, addition to carbonyl compounds, and cyclisations as well as ring opening reactions. The chapters are clearly classified according to the reaction type, allowing readers to quickly locate the desired information.

Download or read book Fluorination written by Jinbo Hu and published by Springer. This book was released on 2020-08-12 with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt: This volume reviews the recent advances in formation of C-F bonds and X-F bonds (X = heteroatom) to produce useful fluorinated molecules for pharmaceuticals, materials and more. Reactions and methods associated with fluorination, including monofluorination, difluorination, trifluorination and other polyfluorination that have emerged within the past few years are systematically discussed. With contributions from front-line researchers in this field from both academia and industry, this book provides a valuable resource for scholars, graduate students as well as professionals.