Ruthenium Catalyzed C C Bond Formation Via Functional Group Directed C H Bond Activation
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Ruthenium Catalyzed C C Bond Formation Via Functional Group Directed C H Bond Activation
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Author : Xiangyu Guo
language : en
Publisher:
Release Date : 2012
Ruthenium Catalyzed C C Bond Formation Via Functional Group Directed C H Bond Activation written by Xiangyu Guo and has been published by this book supported file pdf, txt, epub, kindle and other format this book has been release on 2012 with categories.
"AbstractRuthenium-Catalyzed C-C Bond Formation via Functional-Group Directed C-H Bond ActivationXiangyu GuoAdvisor: Prof. Chao-Jun LiMcGill UniversityThis thesis is an investigation on the formation of carbon-carbon (C-C) bonds in the presence of ruthenium catalyst.In the first part of this thesis, oxidative dehydrogenative coupling reactions for carbon-carbon (C-C) bond formation are described. A ruthenium-catalyzed dimerization of 2-phenylpyridine derivatives is demonstrated to synthesize biaryls using iron(III) chloride as the terminal oxidant. In addition, the oxidative cross coupling of arenes and cycloalkanes is also illustrated, achieving a unique para-selectivity.In the second part of the thesis, a ruthenium-catalyzed olefination via decarbonylative addition of aldehydes to terminal alkynes is described. Conjugated and isolated C=C bonds can be chemoselectively generated in two catalytic systems starting from aromatic and aliphatic aldehydes. The method provides an alternative synthesis of C=C bonds from direct C-H bond addition to triple bonds." --
C H Bond Activation And Catalytic Functionalization I
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Author : Pierre H. Dixneuf
language : en
Publisher: Springer
Release Date : 2015-12-18
C H Bond Activation And Catalytic Functionalization I written by Pierre H. Dixneuf and has been published by Springer this book supported file pdf, txt, epub, kindle and other format this book has been release on 2015-12-18 with Science categories.
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.
Rhodium Catalyzed C C Bond Formation Via Heteroatom Directed C H Bond Activation
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Author :
language : en
Publisher:
Release Date : 2010
Rhodium Catalyzed C C Bond Formation Via Heteroatom Directed C H Bond Activation written by and has been published by this book supported file pdf, txt, epub, kindle and other format this book has been release on 2010 with categories.
Once considered the 'holy grail' of organometallic chemistry, synthetically useful reactions employing C-H bond activation have increasingly been developed and applied to natural product and drug synthesis over the past decade. The ubiquity and relative low cost of hydrocarbons makes C-H bond functionalization an attractive alternative to classical C-C bond forming reactions such as cross-coupling, which require organohalides and organometallic reagents. In addition to providing an atom economical alternative to standard cross - coupling strategies, C-H bond functionalization also reduces the production of toxic by-products, thereby contributing to the growing field of reactions with decreased environmental impact. In the area of C-C bond forming reactions that proceed via a C-H activation mechanism, rhodium catalysts stand out for their functional group tolerance and wide range of synthetic utility. Over the course of the last decade, many Rh-catalyzed methods for heteroatom-directed C-H bond functionalization have been reported and will be the focus of this review. Material appearing in the literature prior to 2001 has been reviewed previously and will only be introduced as background when necessary. The synthesis of complex molecules from relatively simple precursors has long been a goal for many organic chemists. The ability to selectively functionalize a molecule with minimal pre-activation can streamline syntheses and expand the opportunities to explore the utility of complex molecules in areas ranging from the pharmaceutical industry to materials science. Indeed, the issue of selectivity is paramount in the development of all C-H bond functionalization methods. Several groups have developed elegant approaches towards achieving selectivity in molecules that possess many sterically and electronically similar C-H bonds. Many of these approaches are discussed in detail in the accompanying articles in this special issue of Chemical Reviews. One approach that has seen widespread success involves the use of a proximal heteroatom that serves as a directing group for the selective functionalization of a specific C-H bond. In a survey of examples of heteroatom-directed Rh catalysis, two mechanistically distinct reaction pathways are revealed. In one case, the heteroatom acts as a chelator to bind the Rh catalyst, facilitating reactivity at a proximal site. In this case, the formation of a five-membered metallacycle provides a favorable driving force in inducing reactivity at the desired location. In the other case, the heteroatom initially coordinates the Rh catalyst and then acts to stabilize the formation of a metal-carbon bond at a proximal site. A true test of the utility of a synthetic method is in its application to the synthesis of natural products or complex molecules. Several groups have demonstrated the applicability of C-H bond functionalization reactions towards complex molecule synthesis. Target-oriented synthesis provides a platform to test the effectiveness of a method in unique chemical and steric environments. In this respect, Rh-catalyzed methods for C-H bond functionalization stand out, with several syntheses being described in the literature that utilize C-H bond functionalization in a key step. These syntheses are highlighted following the discussion of the method they employ.
Ruthenium In Organic Synthesis
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Author : Shun-Ichi Murahashi
language : en
Publisher: John Wiley & Sons
Release Date : 2006-03-06
Ruthenium In Organic Synthesis written by Shun-Ichi Murahashi and has been published by John Wiley & Sons this book supported file pdf, txt, epub, kindle and other format this book has been release on 2006-03-06 with Science categories.
In this comprehensive book, one of the leading experts, Shun-Ichi Murahashi, presents all the important facets of modern synthetic chemistry using Ruthenium, ranging from hydrogenation to metathesis. In 14 contributions, written by an international authorship, readers will find all the information they need about this fascinating and extraordinary chemistry. The result is a high quality information source and a indispensable reading for everyone working in organometallic chemistry. From the contents: Introduction (S.-I. Murahashi) Hydrogenation and Transfer Hydrogenation (M. Kitamura and R. Noyori) Oxidations (S.-I. Murahashi and N. Komiya) Carbon-Carbon Bond Formations via Ruthenacycle Intermediates (K. Itoh) Carbon-Carbon Bond Formation via pi-Allylruthenium Intermediates (T. Mitsudo) Olefin Metathesis (R. H. Grubbs) Cyclopropanation (H. Nishiyama) Nucleophilic Addition to Alkynes and Reactions via Vinylidene Intermediates (P. Dixneuf) Reactions via C-H Activation (N. Chatani) Lewis Acid Reactions (E. P. Kundig) Reactions with CO and CO2 (T. Mitsudo) Isomerization of Organic Substrates Catalyzed by Ruthenium Complexes (H. Suzuki) Radical Reactions (H. Nagashima) Bond Cleavage Reactions (S. Komiya)
Chelation Assisted Palladium Catalyzed Activation Of C H Bonds
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Author : Ramesh Giri
language : en
Publisher:
Release Date : 2009
Chelation Assisted Palladium Catalyzed Activation Of C H Bonds written by Ramesh Giri and has been published by this book supported file pdf, txt, epub, kindle and other format this book has been release on 2009 with Catalysis categories.
Carbon-hydrogen (C-H) bonds are ubiquitous in organic molecules. Utilization of such abundant chemical moieties as functional group equivalents could shorten route to synthetic targets and provide chemists with new disconnections in retrosynthesis. As such regio- and stereoselective functionalization of unactivated C-H bonds has remained one of the major challenges in organic chemistry. The majority of the transition metals have been rigorously examined for their efficacy in transforming unactivated C-H bonds (pKa >35) into useful functional groups or into C-C bonds. Among those metals, palladium is particularly effective in activating both aromatic (sp2) and aliphatic (sp3) C-H bonds. This thesis explores the reactivity of palladium catalysts in both of these areas. The research herein was conducted using directing groups for C-H cleavage with special focus on utilizing simple functionality such as carboxylic acids. Chapter one details different types of directing groups and their utility in a variety of reactions. Chapters two and three contain details of research on C-heteroatom (C-I and C-O) and C-C bond formation, respectively, with palladium acetate as a catalyst. The iodination and acetoxylation reactions proceed under mild conditions and moderate to excellent levels of diastereoselectivity (up to 99.9%) have been observed with both sp2 and sp3 C-H bonds using oxazoline as the directing group. Mechanistic investigations have been carried out in order to understand the high level of stereoselection and, in this process, a number of palladacycle intermediates have been characterized by X-ray crystallography which led us to assign the absolute stereochemistry of C-H activation. Moreover, the iodination protocol could also be extended to prepare diiodides as intermediates for cyclopropanation which provides a new disconnection approach to construct cyclopropanes. Chapter two discusses C-C bond formation via cross-coupling reactions with organoboron reagents and carbon monoxide using the carboxylic acids as the directing group. Detailed mechanistic investigation along with characterization of intermediate palladacycle formed from sodium toluate have revealed an unprecendented directing ability of carboxylate groups in which the carbonyl oxygen, rather than the O-anion, directs palladium for C-H cleavage.
C H Activation
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Author : Jin-Quan Yu
language : en
Publisher: Springer
Release Date : 2010-06-16
C H Activation written by Jin-Quan Yu and has been published by Springer this book supported file pdf, txt, epub, kindle and other format this book has been release on 2010-06-16 with Science categories.
Table of Contents - Synthesis in the Key of Catellani: Norbornene-Mediated ortho C–H Functionalization - Mechanistic Considerations in the Development and Use of Azine, Diazine and Azole N-Oxides in Palladium-Catalyzed Direct Arylation - Palladium and Copper Catalysis in Regioselective, Intermolecular Coupling of C–H and C–Hal Bonds - Pd-Catalyzed C–H Bond Functionalization on the Indole and Pyrrole Nucleus - Remote C–H Activation via Through-Space Palladium and Rhodium Migrations - Palladium-Catalyzed Aryl–Aryl Bond Formation Through Double C–H Activation - Palladium-Catalyzed Allylic C–H Bond Functionalization of Olefins - Ruthenium-Catalyzed Direct Arylations Through C–H Bond Cleavages - Rhodium-Catalyzed C–H Bond Arylationof Arenes - Cross-Dehydrogenative Coupling Reactions of sp3-Hybridized C–H Bonds - Functionalization of Carbon–Hydrogen Bonds Through Transition Metal Carbenoid Insertion - Metal-Catalyzed Oxidations of C–H to C–N Bonds
C H And C X Bond Functionalization
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Author : Xavi Ribas
language : en
Publisher: Royal Society of Chemistry
Release Date : 2013-05-24
C H And C X Bond Functionalization written by Xavi Ribas and has been published by Royal Society of Chemistry this book supported file pdf, txt, epub, kindle and other format this book has been release on 2013-05-24 with Science categories.
Cross-coupling reactions involving C-H and C-X bond functionalisation are commonplace in natural product synthesis and natural products, therapeutic agents, biological probes, and advanced materials. Much attention has been given to understanding the mechanistic strategies used to achieve this, making this a hot topic in recent years. In this edited book, contributions from across the globe examine these strategies, with a particular focus on palladium and copper, as well as iron – an emerging element in this field. Reviewing the recent literature, the book presents an in-depth understanding of the field, guiding the reader to achieving the best synthetic strategies for aromatic functionalisation. Organic and Organometallic chemists, as well as natural product and pharmaceutical scientists, will find this an essential guide to a major transformation currently underway in synthetic chemistry.
Ruthenium
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Author : Hitoshi Ishida
language : en
Publisher: BoD – Books on Demand
Release Date : 2022-01-26
Ruthenium written by Hitoshi Ishida and has been published by BoD – Books on Demand this book supported file pdf, txt, epub, kindle and other format this book has been release on 2022-01-26 with Technology & Engineering categories.
Ruthenium is a precious metal not widely known to non-scientists. It is a target of much research, however. It is used in computer hard drives, the tips of fountain pens, and as a catalyst to purify car exhaust, among other uses. This book presents information and research on the properties and applications of ruthenium, including potential uses in phytochemical functions and anticancer activity.
Remote C H Bond Functionalizations
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Author : Debabrata Maiti
language : en
Publisher: John Wiley & Sons
Release Date : 2021-04-26
Remote C H Bond Functionalizations written by Debabrata Maiti and has been published by John Wiley & Sons this book supported file pdf, txt, epub, kindle and other format this book has been release on 2021-04-26 with Science categories.
A guide to contemporary advancements in the field of distal C-H functionalizations An important and dynamic topic within the modern field of organic synthesis, selective functionalization of C-H bonds can be used in a variety of applications across the pharmaceutical and agrochemical industries. Remote C-H Bond Functionalizations presents an inclusive account of the most recent developments and potential applications of performing variegated functionalizations selectively at the distal positions of organic compounds. Featuring contributions by an international team of experts, this authoritative volume provides deep insight into distal functionalizations, including detailed discussion of mechanisms, the engineering of templates, and the design of strategies. The text covers a diverse range of topics including C-H functionalization of palladium/norbornene catalysis, ruthenium-catalyzed remote functionalization, the non-directed distal C(sp2)-H, functionalization, transition metal catalyzed distal para-selective C-H functionalization, and much more. Reviewing contemporary advancements in the field while laying the foundation for future research, this important resource: Provides the most recent research and thorough coverage of the subject available in a single volume Offers practical information on C-H functionalizations in various industries Includes an up-to-date introduction to distal C-H functionalizations Remote C-H Bond Functionalizations is a must-read for every synthetic chemist, including chemists working with organometallics, organic chemists and researchers, and industrial chemists.
C H Activation For Asymmetric Synthesis
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Author : Françoise Colobert
language : en
Publisher: John Wiley & Sons
Release Date : 2019-11-11
C H Activation For Asymmetric Synthesis written by Françoise Colobert and has been published by John Wiley & Sons this book supported file pdf, txt, epub, kindle and other format this book has been release on 2019-11-11 with Science categories.
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.
