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Discovery And Development Of Transition Metal Catalysts For Carbon Carbon And Carbon Heteroatom Bond Formations
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Book Synopsis Discovery and Development of Transition Metal Catalysts for Carbon-carbon and Carbon-heteroatom Bond Formations by : James Patrick Stambuli
Download or read book Discovery and Development of Transition Metal Catalysts for Carbon-carbon and Carbon-heteroatom Bond Formations written by James Patrick Stambuli and published by . This book was released on 2003 with total page 572 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Catalyzed Carbon-Heteroatom Bond Formation by : Andrei K. Yudin
Download or read book Catalyzed Carbon-Heteroatom Bond Formation written by Andrei K. Yudin and published by John Wiley & Sons. This book was released on 2010-12-01 with total page 541 pages. Available in PDF, EPUB and Kindle. Book excerpt: Written by an experienced editor widely acclaimed within the scientific community, this book covers everything fromo9xygen to nitrogen functionalities. From the contents: Palladium-Catalyzed Syntheses of Five-Member Saturated Heterocyclic and of Aromatic Heterodynes Palladium-Catalysis for Oxidative 1, 2-Difunctionalization of Alkenes Rhodium-Catalyzed Amination of C-H-Bonds Carbon-Heteroatom Bond Formation by RH(I)-Catalyzed Ring-Opening Reactions Transition Metal-Catalyzed Synthesis of Lactones and of Monocyclic and Fused Five-Membered Aromatic heterocycles the Formation of Carbon-Sulfur and Carbon-Selenium bonds by Substitution and Addition reactions catalyzed by Transition Metal Complexes New Reactions of Copper Acetylides Gold Catalyzed Addition of Nitrogen, Sulfur and Oxygen Nucleophiles to C-C Multiple Bonds. The result is an indispensable source of information for the Strategic Planning of the Synthetic routes for organic, catalytic and medicinal chemists, as well as chemists in industry.
Book Synopsis Design and Development of Novel Organoselenide-based Transition Metal Catalysts and Their Utility in Carbon-carbon and Carbon-heteroatom Bond Formation Reactions by : Elizabeth Pearl Kinney
Download or read book Design and Development of Novel Organoselenide-based Transition Metal Catalysts and Their Utility in Carbon-carbon and Carbon-heteroatom Bond Formation Reactions written by Elizabeth Pearl Kinney and published by . This book was released on 2005 with total page 272 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis New Pd and Cu-based Catalysts for Carbon-heteroatom Bond Formation by : Nootaree Niljianskul
Download or read book New Pd and Cu-based Catalysts for Carbon-heteroatom Bond Formation written by Nootaree Niljianskul and published by . This book was released on 2015 with total page 635 pages. Available in PDF, EPUB and Kindle. Book excerpt: The research presented in this dissertation is aimed at the development of novel methodologies for carbon-heteroatom cross-coupling reactions catalyzed by late-transition metals. Both palladium and copper are central to the field of transition metal-catalysis and are integral to the catalyst systems developed as part of our continual advancement in cross-coupling reactions. The first part of this thesis focuses on the use of palladium catalysts to form carbon-sulfur bonds directed towards aryl sulfonamide synthesis. The second part of the thesis describes the recent development in the copper(!) hydride mediated formation of carbon-nitrogen bonds via hydroamination of olefins. Part I. Chapter 1. Palladium-Catalyzed Chlorosulfonylation of Arylboronic Acids Using a biaryl phosphine ligand platform, the first palladium-catalyzed cross-coupling reaction of phenyl chlorosulfate with arylboronic acids was achieved. In this context, the arylsulfonyl chloride products serve as useful precursors to a variety of sulfonyl functional groups, such as aryl sulfonamides, aryl sulfones, and arenesulfonate esters. In particular, this method allows for the preparation of a number of arylsulfonyl chlorides that are not accessible via electrophilic aromatic substitution pathways and under mild reaction conditions. Additionally, this methodology points to an unprecedented selectivity for the phenylchlorosulfate electrophiles used in the cross-coupling reactions. Part II. Chapter 2. Enantio- and Regioselective Copper-Catalyzed Hydroamination of Styrenes and the Extension of the Methodology towards Anti-Markovnikov Hydroamination of Terminal Aliphatic Alkenes The development of a copper-mediated strategy towards the hydroamination of styrene derivatives is reported. In this system, the reaction proceeds regioselectively and enantioselectively to generate [alpha]-branched amines. The system can transform a wide variety of substituted styrenes, including trans-, cis-, and [beta]-disubstituted styrenes. In addition, our extension to copper-catalyzed hydroamination reactions of unactivated aliphatic olefins is reported. Using terminal aliphatic alkenes, the copper-catalyzed hydroamination reactions proceed with anti-Markovnikov regioselectivity. Preliminary results point to the application of this methodology towards [beta]-chiral amine synthesis via the hydroamination of I, 1-disubstituted alkenes. Chapter 3. [alpha]-Aminosilane Synthesis via Copper-Catalyzed Hydroamination of Vinylsilanes The copper-catalyzed hydroamination of vinylsilanes is described. This regioselective reaction generates a-chiral aminosilanes in high yields and enantioselectivities. The method is compatible with differentially substituted vinylsilanes and allows access to many valuable chiral organosilicon compounds. Chapter 4. Synthesis of [gamma]-Chiral Amines via Copper-Catalyzed Hydroamination of 3,3- Disubstituted Allylic Alcohols and 3,3-Disubstituted Allylic Benzoates An investigation into the copper-catalyzed hydroamination of allylic alcohols and allylic benzoates is reported. The reaction proceeds via a [beta]-alkoxy elimination, setting a stereogenic center at the 3-postion to generate [gamma]-chiral amine products. The reaction is more efficient using allylic benzoates. This method is completely regioselective and is applicable to aliphatic allylic benzoates as well as aromatic allylic benzoates. Additionally, we demonstrated that this strategy is applicable towards an allylic epoxide substrate to generate [delta]-chiral amine.
Book Synopsis Transition Metal-catalyzed Carbon-carbon/carbon-heteroatom Bond Formation Reactions Utilizing Strained Ring Systems by : Nai-Wen Tseng
Download or read book Transition Metal-catalyzed Carbon-carbon/carbon-heteroatom Bond Formation Reactions Utilizing Strained Ring Systems written by Nai-Wen Tseng and published by . This book was released on 2009 with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt: This thesis focuses on the development of carbon-carbon/carbon-heteroatom bond forming reactions using strained ring systems under transition metal catalysis. The first chapter describes the use of bifunctional organoboron reagents with a rhodium catalyst to synthesize carbocycles through a cascade sequence. The reaction of norbornene derivatives gives vinylcyclopropane and cyclopentene products in moderate to good yield. The mechanistic proposal and insights into the reaction mechanism are presented. Preliminary results from studies toward an enantioselective sequential addition/cyclization process are described. The methodology is subsequently applied in the synthesis of a variety of polycyclic heteroaromatics using bifunctional heteroaryl boronate esters. The second chapter describes studies toward the formation of carbon-heteroatom bonds using cyclopropane derivatives. Under a recently developed Pd(OAc) 2/PhI(OAc)2 catalytic system, methylenecyclopropanes are isomerized to substituted pyridines via a sequential fragmentation/cyclization process. Under same reaction conditions, allylic acetate products are obtained from the isomerization of cyclopropanes through a similar process.
Book Synopsis The Development of Novel Transition Metal Catalysts and Electrochemical Methods for the Formation of Carbon-carbon and Carbon-heteroatom Bonds by : Mikhaila D.. Ritz
Download or read book The Development of Novel Transition Metal Catalysts and Electrochemical Methods for the Formation of Carbon-carbon and Carbon-heteroatom Bonds written by Mikhaila D.. Ritz and published by . This book was released on 2022 with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt: "Transition metal catalysis has revolutionized modern synthetic methodology by enabling the facile activation and generation of sp2 and sp3 (hetero)carbon bonds. Thus, organometallic complexes are ubiquitous in the production of commodity chemicals, synthetic building blocks, and polymers. Although transition metal catalysis has been broadly used, there is still room for improvement in its efficiency, sustainability, and applicability. To this extent this dissertation will focus on employing different strategies to address these challenges. Chapter 2 will discuss the implementation of an electrocatalytic system for the metal catalyzed oxidation of alcohols and amines using benzoquinones as regenerable hydrogen acceptors. Chapter 3 will illustrate the design and development of a novel bisoxazoline-pincer ligated cobalt complex and its catalytic ability to hydrogenate alkenes, followed by discussion of exploratory work of this scaffold's early transition metal analogs and potential further catalytic reactivity. Lastly, chapter 4 will examine a set of trispyrazoylborate metal complexes for their capacity to perform direct arene borylation and compare the resulting reactivity to their heavily studied isoelectronic cyclopentamethyldienyl iridium counterparts. Analysis of the reaction reveals formation of nanoparticles leading to further characterization via XRD and TEM imaging."--Page x.
Book Synopsis New Carbon–Carbon Coupling Reactions Based on Decarboxylation and Iron-Catalyzed C–H Activation by : Rui Shang
Download or read book New Carbon–Carbon Coupling Reactions Based on Decarboxylation and Iron-Catalyzed C–H Activation written by Rui Shang and published by Springer. This book was released on 2016-12-16 with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt: This thesis presents the latest developments in new catalytic C–C bond formation methods using easily accessible carboxylate salts through catalytic decarboxylation with good atom economy, and employing the sustainable element iron as the catalyst to directly activate C–H bonds with high step efficiency. In this regard, it explores a mechanistic understanding of the newly discovered decarboxylative couplings and the catalytic reactivity of the iron catalyst with the help of density functional theory calculation. The thesis is divided into two parts, the first of which focuses on the development of a series of previously unexplored, inexpensive carboxylate salts as useful building blocks for the formation of various C–C bonds to access valuable chemicals. In turn, the second part is devoted to several new C–C bond formation methodologies using the most ubiquitous transition metal, iron, as a catalyst, and using the ubiquitous C–H bond as the coupling partner.
Book Synopsis Applications of Transition Metal Catalysis in Drug Discovery and Development by : Matthew L. Crawley
Download or read book Applications of Transition Metal Catalysis in Drug Discovery and Development written by Matthew L. Crawley and published by John Wiley & Sons. This book was released on 2012-05-14 with total page 386 pages. Available in PDF, EPUB and Kindle. Book excerpt: This book focuses on the drug discovery and development applications of transition metal catalyzed processes, which can efficiently create preclinical and clinical drug candidates as well as marketed drugs. The authors pay particular attention to the challenges of transitioning academically-developed reactions into scalable industrial processes. Additionally, the book lays the groundwork for how continued development of transition metal catalyzed processes can deliver new drug candidates. This work provides a unique perspective on the applications of transition metal catalysis in drug discovery and development – it is a guide, a historical prospective, a practical compendium, and a source of future direction for the field.
Book Synopsis Applications of Transition Metal Catalysis in Drug Discovery and Development by : Matthew L. Crawley
Download or read book Applications of Transition Metal Catalysis in Drug Discovery and Development written by Matthew L. Crawley and published by John Wiley & Sons. This book was released on 2012-07-03 with total page 386 pages. Available in PDF, EPUB and Kindle. Book excerpt: This book focuses on the drug discovery and development applications of transition metal catalyzed processes, which can efficiently create preclinical and clinical drug candidates as well as marketed drugs. The authors pay particular attention to the challenges of transitioning academically-developed reactions into scalable industrial processes. Additionally, the book lays the groundwork for how continued development of transition metal catalyzed processes can deliver new drug candidates. This work provides a unique perspective on the applications of transition metal catalysis in drug discovery and development – it is a guide, a historical prospective, a practical compendium, and a source of future direction for the field.
Book Synopsis Transition Metal Catalyzed Cross-Coupling Reactions by : Ioannis D Kostas
Download or read book Transition Metal Catalyzed Cross-Coupling Reactions written by Ioannis D Kostas and published by Mdpi AG. This book was released on 2021-12-23 with total page 104 pages. Available in PDF, EPUB and Kindle. Book excerpt: Transition metal-catalyzed cross-coupling reactions have proved to be powerful tools for carbon-carbon as well as carbon-heteroatom bond formation in the development of synthetic methodologies for applications ranging from pharmaceuticals to materials. This book, consisting of an editorial, two reviews and two articles, focuses on recent promising research and novel trends in the field of cross-coupling reactions, employing a range of different catalysts. A review by Kostas and Steele provides a survey of the research in the area of cross-coupling catalytic reactions with transition metal complexes based on the thiosemicarbazone unit and a discussion of the prospects for future developments. Another review by Polychronopoulou, Shaya and co-authors describes the progress made over the 21st century concerning the utilization of C(sp3)-organoboranes as partners in metal-catalyzed C(sp3)-C(sp2) cross-couplings, such as B-alkyl Suzuki-Miyaura reactions. The article by Waldvogel, Breinbauer and co-authors demonstrates for the first time the synthetic potential of combining the electro-oxidative dehydrogenative cross coupling of ortho-substituted phenols with Pd-catalyzed cross-coupling reactions. In the second article, Stĕpnička and co-workers describe the preparation of palladium catalysts deposited over silica gel-bearing composite amide-donor functional moieties on the surface, which were evaluated in the Sonogashira-type cross-coupling of acyl chlorides with terminal alkynes.
Book Synopsis Transition Metal-catalyzed Carbon-carbon/Carbon-heteroatom Bond Formation Reactions Utilizing Strained Ring Systems by :
Download or read book Transition Metal-catalyzed Carbon-carbon/Carbon-heteroatom Bond Formation Reactions Utilizing Strained Ring Systems written by and published by . This book was released on 2002 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt: PhD.
Book Synopsis Multimetallic Catalytic Methods for the Formation of Carbon-carbon Bonds by : Laura Keiko Gilah Ackerman
Download or read book Multimetallic Catalytic Methods for the Formation of Carbon-carbon Bonds written by Laura Keiko Gilah Ackerman and published by . This book was released on 2016 with total page 186 pages. Available in PDF, EPUB and Kindle. Book excerpt: "This thesis describes the use of multiple transition metal catalysts for the selective formation of carbon-carbon bonds. While the majority of cross coupling reactions rely on one transition-metal catalyst which reacts with a stoichiometric metal reagent, the combination of two metal catalysts in reactions has the potential to significantly increase the expediency towards synthetic targets, eliminating the need for stoichiometric metal reagents and improving functional group compatibility. There are many precedents for the combination of catalysts in organic methodology, however relatively few examples of multimetallic catalyzed reactions exist, and even fewer examples exist where the mechanism between the two catalytic metals is understood. The aim of the projects communicated in this thesis is two-fold: (1) To design new and efficient ways to form useful carbon-carbon bonds (Csp2-Csp3, Csp2-Csp2, and Csp2-Csp2) from readily available starting materials and (2) to provide insight into how two transition metal catalysts can cooperate in a reaction to achieve high selectivity and yield. Chapter 1 reviews the importance of carbon-carbon bond formation and introduces the main methods of cross coupling, including the concept of multimetallic catalysis. Previous examples of dual metal catalysis are summarized in the literature and the advantages and challenges of using two metals in a catalytic system are discussed. Chapter 2 presents a nickel and cobalt catalyzed strategy for the formation of Csp2-Csp3 bonds. The first attempted cross electrophile couplings to form diarylmethanes from benzyl halides and aryl iodides is reported in moderate selectivity, followed by the strategic optimization of the co-catalytic system which enables higher yields and selectivity through the coupling of benzyl sulfonate esters with aryl halides. In this reaction, nickel reacts selectively with aryl halides through an oxidative addition step, while cobalt phthalocyanine generates radicals through an Sn2 reaction with benzyl sulfonate esters, followed by homolysis. The extension of this method to coupling benzyl phosphonate esters and primary and secondary benzyl chlorides is also presented. Chapter 3 reports the quest for and ultimate discovery of a multimetallic catalyzed Csp2-Csp2 coupling. Beginning with stoichiometric transmetalation studies for the coupling of aryl C-H bonds with aryl C-X bonds, the reaction of various metal aryl complexes based on iridium, ruthenium, copper, nickel, and palladium are described. While these reactions were ineffective in generating unsymmetrical biaryls, the catalytic combination of a nickel and palladium catalyst to couple aryl bromides with aryl trifluoromethanesulfonate esters for the design of a cross Ullman reaction was a success. This reaction provided access to a variety of unsymmetrical biaryls maintaining an equimolar catalyst loading of the two metals, and showed promise for later development of the formation of useful unsymmetrical bipyridines and dienes. The scope of this remarkable reaction, the origin of selectivity, and the enhancement in rate and selectivity by a KF additive is presented. Additionally, the optimization strategy towards coupling chlorobenzene and electron-rich aryl chlorides is communicated. Finally, this chapter includes the first attempted multimetallic catalyzed multicomponent reactions with the nickel and palladium as well as nickel and cobalt catalyzed systems, including carbonylation, and the difunctionalization of olefins and alkynes."--Pages xii-xiii.
Book Synopsis Oxidative Cross-Coupling Reactions by : Aiwen Lei
Download or read book Oxidative Cross-Coupling Reactions written by Aiwen Lei and published by John Wiley & Sons. This book was released on 2016-08-12 with total page 240 pages. Available in PDF, EPUB and Kindle. Book excerpt: The first handbook on this emerging field provides a comprehensive overview of transition metal-catalyzed coupling reactions in the presence of an oxidant. Following an introduction to the general concept and mechanism of this reaction class, the team of authors presents chapters on C-C cross-coupling reactions using organometallic partners, C-Heteroatom bond forming reactions via oxidative couplings, and C-H couplings via C-H activation. The text also covers such groundbreaking topics as recent achievements in the fields of C-C and C-X bond formation reactions as well as C-H activation involving oxidative couplings. With its novel and concise approach towards important building blocks in organic chemistry and its focus on synthetic applications, this handbook is of great interest to all synthetic chemists in academia and industry alike.
Book Synopsis Cleavage of Carbon-Carbon Single Bonds by Transition Metals by : Masahiro Murakami
Download or read book Cleavage of Carbon-Carbon Single Bonds by Transition Metals written by Masahiro Murakami and published by John Wiley & Sons. This book was released on 2015-12-21 with total page 292 pages. Available in PDF, EPUB and Kindle. Book excerpt: Edited by leading experts and pioneers in the field, this is the first up-to-date book on this hot topic. The authors provide synthetic chemists with different methods to activate carbon-carbon sigma bonds in organic molecules promoted by transition metal complexes. They explain the basic principles and strategies for carbon-carbon bond cleavage and highlight recently developed synthetic protocols based on this methodology. In so doing, they cover cleavage of C-C bonds in strained molecules, reactions involving elimination of carbon dioxide and ketones, reactions via retroallylation, and cleavage of C-C bonds of ketones and nitriles. The result is an excellent information source for researchers in academia and industry working in the field of synthetic organic chemistry, while equally serving as supplementary reading for advanced courses in organometallic chemistry and catalysis.
Book Synopsis Transition Metal-catalyzed Reductive C-C Bond Formation Under Hydrogenation and Transfer Hydrogenation Conditions by : Ming-yu Ngai
Download or read book Transition Metal-catalyzed Reductive C-C Bond Formation Under Hydrogenation and Transfer Hydrogenation Conditions written by Ming-yu Ngai and published by . This book was released on 2008 with total page 652 pages. Available in PDF, EPUB and Kindle. Book excerpt: Carbon-carbon bond forming reactions are vital to the synthesis of natural products and pharmaceuticals. In 2003, the 200 best selling prescription drugs reported in Med Ad News are all organic compounds. Synthesizing these compounds involves many carbon-carbon bond forming processes, which are not trivial and typically generate large amounts of waste byproducts. Thus, development of an atom economical and environmentally benign carbon-carbon bond forming methodology is highly desirable. Hydrogenation is one of the most powerful catalytic reactions and has been utilized extensively in industry. Although carbon-carbon bond forming reactions under hydrogenation conditions, such as, alkene hydroformylation and the Fischer-Tropsch reaction are known, they are limited to the coupling of unsaturated hydrocarbons to carbon monoxide. Recently, a breakthrough was made by the Krische group, who demonstrated that catalytic hydrogenative C-C bond forming reactions can be extended to the coupling partners other than carbon monoxide. This discovery has led to the development of a new class of carbon-carbon bond forming reactions. Herein, an overview of transition metal-catalyzed reductive couplings of [pi]-unsaturated systems employing various external reductants is summarized in Chapter 1. Chapters 2-4 describe a series of rhodium- and iridium-catalyzed asymmetric hydrogenative couplings of various alkynes to a wide range of imines and carbonyl compounds. These byproduct-free transformations provide a variety of optically enriched allylic amines and allylic alcohols, which are found in numerous natural products, and are used as versatile precursors for the synthesis of many biologically active compounds. Transfer hydrogenation represents another important class of reactions in organic chemistry. This process employs hydrogen sources other than gaseous dihydrogen, such as isopropanol. The Krische group succeeded in developing a new family of transfer hydrogenative carbon-carbon bond formation reactions. Chapter 5 presents two novel ruthenium- and iridium-catalyzed transfer hydrogenative carbonyl allylation reactions. The catalytic system employing iridium complexes enables highly enantioselective carbonyl allylation from both the alcohol and aldehyde oxidation level. These systems define a departure from the use of preformed organometallic reagents in carbonyl additions that transcends the boundaries of oxidation level.
Book Synopsis C-H Activation for Asymmetric Synthesis by : Françoise Colobert
Download or read book C-H Activation for Asymmetric Synthesis written by Françoise Colobert and published by John Wiley & Sons. This book was released on 2019-11-11 with total page 294 pages. Available in PDF, EPUB and Kindle. Book excerpt: Provides, in one handbook, comprehensive coverage of one of the hottest topics in stereoselective chemistry Written by leading international authors in the field, this book introduces readers to C-H activation in asymmetric synthesis along with all of its facets. It presents stereoselective C-H functionalization with a broad coverage, from outer-sphere to inner-sphere C-H bond activation, and from the control of olefin geometry to the induction of point, planar and axial chirality. Moreover, methods wherein asymmetry is introduced either during the C-H activation or in a different elementary step are discussed. Presented in two parts?asymmetric activation of C(sp3)-H bonds and stereoselective synthesis implying activation of C(sp2)-H bonds?CH-Activation for Asymmetric Synthesis showcases the diversity of stereogenic elements, which can now be constructed by C-H activation methods. Chapters in Part 1 cover: C(sp3)-H bond insertion by metal carbenoids and nitrenoids; stereoselective C-C bond and C-N bond forming reactions through C(sp3)?H bond insertion of metal nitrenoids; enantioselective intra- and intermolecular couplings; and more. Part 2 looks at: C-H activation involved in stereodiscriminant step; planar chirality; diastereoselective formation of alkenes through C(sp2)?H bond activation; amongst other methods. -Covers one of the most rapidly developing fields in organic synthesis and catalysis -Clearly structured in two parts (activation of sp3- and activation of sp2-H bonds) -Edited by two leading experts in C-H activation in asymmetric synthesis CH-Activation for Asymmetric Synthesis will be of high interest to chemists in academia, as well as those in the pharmaceutical and agrochemical industry.
Book Synopsis Carbon-carbon Bond Formation by : Daniela Sustac Roman
Download or read book Carbon-carbon Bond Formation written by Daniela Sustac Roman and published by . This book was released on 2014 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt:
