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The Development Of Novel Organocatalytic And Transition Metal Catalysed Methodologies For Amide Bond Formation
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Book Synopsis The Development of Novel Organocatalytic and Transition-metal Catalysed Methodologies for Amide Bond Formation by : Christopher McPherson
Download or read book The Development of Novel Organocatalytic and Transition-metal Catalysed Methodologies for Amide Bond Formation written by Christopher McPherson and published by . This book was released on 2018 with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Methods for Transition Metal Catalyzed C-N Bond Formation and Organocatalytic Allylation of Aldehydes by : Lars Ulrik Rubæk Nordstrøm
Download or read book Methods for Transition Metal Catalyzed C-N Bond Formation and Organocatalytic Allylation of Aldehydes written by Lars Ulrik Rubæk Nordstrøm and published by . This book was released on 2008 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Development of Novel Transition Metal-catalyzed Cross-coupling Reactions and Applications Thereof by : Georgiy Teverovskiy
Download or read book Development of Novel Transition Metal-catalyzed Cross-coupling Reactions and Applications Thereof written by Georgiy Teverovskiy and published by . This book was released on 2013 with total page 298 pages. Available in PDF, EPUB and Kindle. Book excerpt: Chapter 1 The first example of Pd(0)/(II) catalyzed fluorination of aryl bromides is reported herein. Based on these data, an analogous method was developed for the fluorination of aryl triflates. The reaction proceeds under mild conditions and represents the first report of reductive elimination from a Pd(II) center of a C-F bond. Chapter 2 Herein we report the first example of a Pd-catalyzed synthesis of aryl trifluoromethyl sulfides. A wide range of aryl bromides are converted to their corresponding trifluoromethyl sulfides in good to excellent yields. Furthermore, we were successful in synthesizing an intermediate in the synthesis of Toltrazuril in two steps from commercially available starting materials. Chapter 3 The development of a novel precatalyst for Ni-catalyzed C-N bond formation is described herein. Furthermore, the substrate scope of the reaction has been expanded to include a wide range of nucleophiles and electrophiles. Finally, we report the first use of weak base in the Nicatalyzed arylation of anilines. Chapter 4 The development of a novel triptycene-based hole-transport material is reported. Computational as well as preliminary photophysical and voltammetric data suggests that this class of compounds could serve as an excellent host material for blue triplet emitters.
Book Synopsis Amide Bond Activation by : Michal Szostak
Download or read book Amide Bond Activation written by Michal Szostak and published by John Wiley & Sons. This book was released on 2022-10-10 with total page 533 pages. Available in PDF, EPUB and Kindle. Book excerpt: Amide Bond Activation Comprehensive resource on the pivotal role of the amide bond in organic synthesis This book provides the reader with insight into the advances that have taken place in the field of amide bond activation. It focuses on both the fundamental structural properties of the amide bond and the synthetic reactions mediated by transition-metals. By discussing amide bond activation in terms of modern organic synthesis, the reader is provided with a thorough overview of the area and its crucial role in forging carbon-carbon and carbon-heteroatom bonds. Sample topics discussed within the work include: Cross-coupling of amides Amide bond activation by twisting and nitrogen pyramidalization Electrophilic amide bond functionalization Transition metal-catalyzed radical reactions of amides Amide bond esterification, hydrolysis and transamidation Classical bridged lactams and anomeric amides Computational studies of amide C-N bond activation Cross-coupling of esters by C-O activation The book is immensely valuable to synthetic chemists in academia and the pharmaceutical industry who wish to gain an in-depth understanding of the concept of amide bond activation.
Book Synopsis Enantioselective C-C Bond Forming Reactions by :
Download or read book Enantioselective C-C Bond Forming Reactions written by and published by Elsevier. This book was released on 2023-12-01 with total page 338 pages. Available in PDF, EPUB and Kindle. Book excerpt: Enantioselective C-C Bond Forming Reactions: From Metal Complex-, Organo-, and Bio-catalyzed Perspectives, Volume 73 in the Advances in Catalysis series, highlights new advances in the field, with this new volume presenting interesting chapters on topics such as An introduction to Chirality, Metal-catalyzed stereoselective C-C-bond forming reactions, Enantioselective C-C bond forming reactions promoted by organocatalysts based on unnatural amino acid derivatives, Enantioselective C-C bond formation in complex multicatalytic system, Gold-based multicatalytic systems for enantioselective C-C Bond forming reactions, Novel enzymatic tools for C-C bond formation through the development of new-to-nature biocatalysis, and more. - Provides the authority and expertise of leading contributors from an international board of authors - Presents the latest release in Advances in Catalysis serials - Updated release includes the latest information in the field
Book Synopsis Transition Metal Reagents and Catalysts by : Jiro Tsuji
Download or read book Transition Metal Reagents and Catalysts written by Jiro Tsuji and published by John Wiley & Sons. This book was released on 2002-08-16 with total page 500 pages. Available in PDF, EPUB and Kindle. Book excerpt: Im Laufe der vergangenen 35 Jahre wurden unzahlige Synthesewege entwickelt, bei denen Ubergangsmetallkomplexe entweder als Reagenzien oder als Katalysatoren fungieren. Dieses Buch bietet besonders denjenigen Synthesechemikern interessante und moderne Einblicke, die bisher noch nicht mit den vielfaltigen Moglichkeiten der Organometallchemie mit Ubergangsmetallen vertraut sind. Zu wichtigen ubergangsmetallkatalysierten Reaktionen werden Anwendungsbeispiele diskutiert. (01/00)
Book Synopsis Developments and Applications of Methods for Palladium- and Copper-catalyzed Carbon-nitrogen Bond Formation by : Jeffrey Chih-Yeh Yang
Download or read book Developments and Applications of Methods for Palladium- and Copper-catalyzed Carbon-nitrogen Bond Formation written by Jeffrey Chih-Yeh Yang and published by . This book was released on 2018 with total page 467 pages. Available in PDF, EPUB and Kindle. Book excerpt: The studies presented in this dissertation are aimed at the development and application of methodologies that enable carbon-nitrogen (C-N) bond formation catalyzed by late transition metals such as palladium and copper. The first part of this thesis focuses on the use of palladium catalysis for the construction of a carbon(sp2)-nitrogen bond in the context of a biphasic continuous-flow system (Chapter 1). The second part of this thesis describes the recent developments of copper-hydride (CuH) catalyzed asymmetric hydroamination for the formation of a-chiral carbon(sp3)-nitrogen bonds from olefins. This work includes the application of CuH catalysis to the synthesis of chiral N-alkyl aziridines (Chapter 2), and the discovery and development of novel electrophilic amines to enable CuH-catalyzed asymmetric hydroamination to directly access primary amines (Chapter 3). Part I. Chapter 1. Use of a "Catalytic" Cosolvent, N,N-Dimethyl Octanamide, Allows the Flow Synthesis of Imatinib with no Solvent Switch A general, efficient method for C-N cross-coupling has been developed using N,N-dimethyloctanamide as a cosolvent for biphasic continuous-flow applications. In addition to utilizing a proper co-solvent, the described method harnesses the superior mixing abilities of a stainless-steel powder packed tube reactor to efficiently couple a wide range of aryl/heteroaryl halides and aryl/heteroaryl/alkyl amines in a short period of time (
Book Synopsis Transition Metal Catalyzed Oxidative Cross-Coupling Reactions by : Aiwen Lei
Download or read book Transition Metal Catalyzed Oxidative Cross-Coupling Reactions written by Aiwen Lei and published by Springer. This book was released on 2018-12-14 with total page 198 pages. Available in PDF, EPUB and Kindle. Book excerpt: This book is a comprehensive text covering the research and development trends in the booming field of transition metal catalyzed oxidative cross-coupling reactions. Oxidative cross-coupling reaction is a new method to forming chemical bonds besides the traditional cross-coupling reactions. This book provides the answers to how this coupling reaction occurs and what its advantages are. The palladium, copper and iron catalyzed oxidative cross-coupling reactions as the main focuses of interest are described in detail. The oxidative cross-coupling reactions catalyzed by other metals and transition-metal-free oxidative coupling reactions are also introduced.This book provides a useful reference source for researchers and graduates in the field of transition metal catalyzed coupling reactions. It is also valuable to researchers working in pharmaceutical companies, fine organic chemical companies, and etc.
Book Synopsis Theoretical Aspects of Transition Metal Catalysis by : Gernot Frenking
Download or read book Theoretical Aspects of Transition Metal Catalysis written by Gernot Frenking and published by Springer Science & Business Media. This book was released on 2005-06-23 with total page 284 pages. Available in PDF, EPUB and Kindle. Book excerpt: Transition metal catalysis belongs to the most important chemical research areas because a ubiquitous number of chemical reactions are catalyzed by transition metal compounds. Many efforts are being made by industry and academia to find new and more efficient catalysts for chemical processes. Transition metals play a prominent role in catalytic research because they have been proven to show an enormous diversity in lowering the activation barrier for chemical reactions. For many years, the search for new catalysts was carried out by trial and error, which was costly and time consuming. The understanding of the mechanism of the catalytic process is often not very advanced because it is difficult to study the elementary steps of the catalysis with experimental techniques. The development of modern quantum chemical methods for calculating possible intermediates and transition states was a breakthrough in gaining an understanding of the reaction pathways of transition metal catalyzed reactions. This volume, organized into eight chapters written by leading scientists in the field, illustrates the progress made during the last decade. The reader will obtain a deep insight into the present state of quantum chemical research in transition metal catalysis.
Book Synopsis Development of Transition Metal-catalyzed Methods for the Enantioselective Construction of Carbon-carbon Bonds by : Hanna Maria Wisniewska
Download or read book Development of Transition Metal-catalyzed Methods for the Enantioselective Construction of Carbon-carbon Bonds written by Hanna Maria Wisniewska and published by . This book was released on 2013 with total page 264 pages. Available in PDF, EPUB and Kindle. Book excerpt: Development of asymmetric methods is essential in allowing chemists to construct complex chiral scaffolds such as small molecule therapeutics. Access to these compounds in high optical purity is important because stereoisomers often have vastly different physio-chemical and pharmacologic properties. My doctoral research has been focused on the formation of enantioenriched small molecules through the development of new carbon-carbon bond-forming reactions which utilize a transition-metal catalyst. Herein, I report on two projects: (I) Functional group tolerant construction of 3℗ʻ methyl-bearing stereocenters, and (II) Enantioselective silver-catalyzed propargylation of imines. Enantioselective propargylation reactions are powerful methods for construction of orthogonally functionalized building blocks. We have identified a silver catalyst for the enantioselective synthesis of homopropargyl amines. We then showcased the utility of these products by converting them to 2-pyrrolines in one step. Preliminary mechanistic experiments that support transmetallation to generate a nucleophilic allenylsilver complex are presented. In medicinal chemistry, incorporation of a methyl group at a key position can improve potency by increasing binding affinity, improving pharmacokinetics, and providing greater specificity. Additionally, methyl incorporation in a benzylic position has been used to improve metabolic stability. Controlling the stereochemistry of the benzylic stereocenter is essential because stereoisomers typically exhibit different biological activity. We have developed a stereospecific Negishi cross-coupling for construction of tertiary methyl bearing stereocenters. The use of organozinc reagents provides a significant advance in improved functional group tolerance. Using the methodology detailed in this chapter, we have synthesized a fatty acid amide hydrolase inhibitor.
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 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 C-X Bond Formation by : Arkadi Vigalok
Download or read book C-X Bond Formation written by Arkadi Vigalok and published by Springer. This book was released on 2010-06-30 with total page 198 pages. Available in PDF, EPUB and Kindle. Book excerpt: Contents: Kilian Muñiz: Transition Metal Catalyzed Electrophilic Halogenation of C-H bonds in alpha-Position to Carbonyl Groups; Arkadi Vigalok * and Ariela W Kaspi: Late Transition Metal-Mediated Formation of Carbon-Halogen Bonds; Paul Bichler and Jennifer A. Love*: Organometallic Approaches to Carbon-Sulfur Bond Formation; David S. Glueck: Recent Advances in Metal-Catalyzed C-P Bond Formation; Andrei N. Vedernikov: C-O Reductive Elimination from High Valent Pt and Pd Centers; Lukas Hintermann: Recent Developments in Metal-Catalyzed Additions of Oxygen Nucleophiles to Alkenes and Alkynes; Moris S. Eisen: Catalytic C-N, C-O and C-S bond formation promoted by organoactinide complexes.
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 Development of New Transition Metal Catalysts for C-N Bond Formation and Continuous Flow Processes for C-F Bond Formation by : Nathaniel Hamilton Park
Download or read book Development of New Transition Metal Catalysts for C-N Bond Formation and Continuous Flow Processes for C-F Bond Formation written by Nathaniel Hamilton Park and published by . This book was released on 2015 with total page 391 pages. Available in PDF, EPUB and Kindle. Book excerpt: The work presented in this dissertation addresses the development of new methodologies and processes to form carbon-nitrogen (C-N) and carbon-fluorine (C-F) bonds. The development of methods for the formation of C-N and C-F bonds are highly important to chemistry in general and find broad application in many different areas of research. With regard to C-N bond formation, the development of new nickel and palladium catalyst for C-N cross-coupling is presented. Finally, the development of a new process to enable the rapid preparation of aryl fluorides via the Balz-Schiemann reaction is explored. Chapter 1. Development of an Air-Stable Nickel Precatalyst for the Amination of Aryl Chlorides, Sulfamates, Mesylates, and Triflates. A new air-stable nickel precatalyst for C-N cross-coupling is reported. The developed catalyst system displays a greatly improved substrate scope for C-N bond formation to include both a wide range of aryl and heteroaryl electrophiles and aryl, heteroaryl, and alkyl amines. The catalyst system is also compatible with weak base, allowing for the amination of substrates containing base-sensitive functional groups. Chapter 2. Design of New Ligands for the Palladium-Catalyzed Arylation of a- Branched Secondary Amines. In Pd-catalyzed C-N cross-coupling reactions, a-branched secondary amines are difficult coupling partners and often produce low yields of the desired product. To provide a robust method for accessing N-aryl a-branched tertiary amines, new catalysts have been designed to suppress undesired side reactions often encountered when these amine nucleophiles are used. These advances enabled the arylation of a wide array of sterically encumbered amines, highlighting the importance of rational ligand design in facilitating challenging Pd-catalyzed cross-coupling reactions. Chapter 3. Rapid Synthesis of Aryl Fluorides in Continuous Flow via the Balz- Schiemann Reaction. The synthesis of aryl fluorides (ArF) is of critical importance for the development of new and potent pharmaceuticals and agrochemicals. While there have been numerous and intense research efforts focused on developing new fluorination methods, the Balz-Schiemann reaction remains a valuable and efficient means of aryl C-F bond construction from a vast pool of available aryl amines. However, the harsh reaction conditions, modest yields, and often prohibitive safety concerns have limited the general application of this methodology. Here, we have developed a semi-flow process that enables safe handling of the potentially explosive aryl diazonium salt intermediates as well as improved yields of the desired aryl fluoride products. This process has been demonstrated on an array of different aryl and heteroaryl amine substrates containing a variety of different functional groups.
Book Synopsis Controlling Selectivity in Novel Transition Metal Catalyzed Carbon-carbon Bond Forming Hydrogenations by : Jason Robert Zbieg
Download or read book Controlling Selectivity in Novel Transition Metal Catalyzed Carbon-carbon Bond Forming Hydrogenations written by Jason Robert Zbieg and published by . This book was released on 2012 with total page 934 pages. Available in PDF, EPUB and Kindle. Book excerpt: The focus of my graduate research in the Krische group has been the development of catalytic carbon-carbon bond forming reactions with an emphasis on controlling diastereo- and enatio-selectivity in transfer hydrogenative couplings. The broad goal of our research program has been the development and implementation of efficient green methods for carbonyl addition employing [pi]-unsaturates as surrogates to preformed organometallic reagents, thus enabling byproduct free variants of traditional carbanion chemistry. This dissertation shows the new reactions that I have developed toward this goal. These reactions includes new metal catalyzed approaches for carbonyl crotylation, aminoallylation, and vinylogous reformatsky aldol reactions.
Book Synopsis Development of New Transition Metal Catalyzed C-C Bond Forming Reactions and Their Application Toward Natural Product Synthesis by : Abbas Hassan
Download or read book Development of New Transition Metal Catalyzed C-C Bond Forming Reactions and Their Application Toward Natural Product Synthesis written by Abbas Hassan and published by . This book was released on 2011 with total page 670 pages. Available in PDF, EPUB and Kindle. Book excerpt: In Michael J. Krische research group we are developing new transition metal catalyzed Carbon-Carbon (C-C) forming reactions focusing on atom economy and byproduct free, environmental friendly approaches. We have developed a broad family of C-C bond forming hydrogenations with relative and absolute stereocontrol which provide an alternative to stoichiometric organometallic reagents in certain carbonyl and imine additions. Inspiring from the group work my goal was to develop new reactions, extend the scope of our group chemistry and their application towards synthesis of biologically active natural products. I have been part of enantioselective Rh catalyzed Aldol reaction of vinyl ketones to different aldehydes. Also, we have found that iridium catalyzed transfer hydrogenation of allylic acetates in the presence of aldehydes or alcohols results in highly enantioselective carbonyl allylation under the conditions of transfer hydrogenative. Based on this reactivity a concise enantio- and diastereoselective synthesis of 1,3-polyols was achieved via iterative chain elongation and bidirectional iterative asymmetric allylation was performed, which enables the rapid assembly of 1,3-polyol substructures with exceptional levels of stereocontrol. The utility of this approach stems from the ability to avoid the use of chirally modified allylmetal reagents, which require multistep preparation, and the ability to perform chain elongation directly from the alcohol oxidation level. This approach was utilized for the total synthesis of (+)-Roxaticin from 1,3-propanediol in 20 longest linear steps and a total number of 29 manipulations. Further, advancements were made in iridium catalyzed C-C bond formation under transfer hydrogenation. While methallyl acetate does not serve as an efficient allyl donor, the use of more reactive leaving group in methallyl chloride compensate for the shorter lifetime of the more highly substituted olefin [pi]-complex. Based on this insight into the requirements of the catalytic process, highly enantioselective Grignard-Nozaki-Hiyama methallylation is achieved from the alcohol or aldehyde oxidation levels. Also, a catalytic method for enantioselective vinylogous Reformatsky- type aldol addition was developed in which asymmetric carbonyl addition occurs with equal facility from the alcohol or aldehyde oxidation level. Good to excellent levels of regioselectivity and uniformly high levels of enantioselectivity were observed across a range of alcohols and aldehydes.
