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Boron Mediated Methodologies For Carbon Oxygen Carbon Hydrogen Bond Breaking And Carbon Nitrogen Carbon Carbon Bond Formation
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Book Synopsis Boron-mediated Methodologies for Carbon-oxygen, Carbon-hydrogen Bond Breaking and Carbon-nitrogen, Carbon-carbon Bond Formation by : Nam Van Hoai Truong
Download or read book Boron-mediated Methodologies for Carbon-oxygen, Carbon-hydrogen Bond Breaking and Carbon-nitrogen, Carbon-carbon Bond Formation written by Nam Van Hoai Truong and published by . This book was released on 2019 with total page 185 pages. Available in PDF, EPUB and Kindle. Book excerpt: Boron Lewis acids are a class of reagent that has been widely studied and utilized in organic chemistry for over sixty years. The popularity of these reagents comes from their diverse reactivity, functional group tolerance, and non-toxic nature. For these reasons, the continued development of chemistries involving boron reagents still receives much attention. This thesis examines the development of new methodologies for the functionalization of organic molecules based on boron reagents. Chapter 1 briefly describes general methodologies to synthesize azide compounds. Later, the mechanisms of photochemical decomposition of various azides will be discussed. Borontribromide-mediated dissociation of carbon-oxygen bonds has been extensively used to cleave aryl ethers. However, the regioselectivity is low when applying this method to unsymmetrical dialkyl ethers. The second chapter of this thesis describes the cleavage of unsymmetrical dialkyl ethers employing mixed boron trihalides. The selectivity profile of this new methodology is evaluated on various ether substrates, including benzyl, allyl, and propargyl ethers. Nitrenes are a high energy, reactive specie generated from thermolysis or photolysis of an azide precursor. Recently, it has been demonstrated that boryl nitrenes can insert into C−H bonds of unreactive substrates such as alkanes. The third chapter describes a one-pot three-step procedure to generate amino alcohols from simple or complex alcohols utilizing a boryl azide precursor. Using mixed boron halides, as described in chapter 2, many dialkoxyboryl chlorides were prepared and subsequently converted to the dialkoxyboryl azide. Chapter 3 describes the investigation of the photochemical decomposition of these azides. The Suzuki-Miyaura reaction is a versatile and powerful synthetic method to construct C−C bonds using aryl boronic acids. However, the application of this method in modification of biomolecule substrates is limited due to the instability of many biological molecules such as proteins in the presence of bases and high temperature. Chapter 4 will discuss the synthesis of new N-heterocyclic carbenes ligands to facilitate the Suzuki cross-coupling reaction in aqueous media in the absence of bases and elevated temperature.
Book Synopsis Carbon-carbon Bond Formation by : Robert L. Augustine
Download or read book Carbon-carbon Bond Formation written by Robert L. Augustine and published by CRC Press. This book was released on 1979-04-01 with total page 480 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis New Approaches to Carbon-nitrogen Bond Formation by : Sarah Hindennach
Download or read book New Approaches to Carbon-nitrogen Bond Formation written by Sarah Hindennach and published by . This book was released on 2011 with total page 162 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Carbon-Carbon ?-Bond Formation by : G. Pattenden
Download or read book Carbon-Carbon ?-Bond Formation written by G. Pattenden and published by Elsevier. This book was released on 1992-09-08 with total page 1209 pages. Available in PDF, EPUB and Kindle. Book excerpt: Volume 3 covers carbon-to-carbon single bond forming reactions involving sp3, sp2 and sp carbon centers, but only those which do not involve additions to C-X &pgr;-bonds. The volume first compares and contrasts the alkylation reactions of all types of sp3 carbon nucleophiles and also covers vinyl and alkynyl carbanions. Following on from Volume 2, a separate section covers Friedel-Crafts alkylation reactions, which is complemented by discussions of polyene cyclizations and electrophilic transannular cyclizations in synthesis. Coupling reactions leading to &agr;-bond formation, and involving all types of combinations ofsp3, sp2 and sp carbon centers are next covered, including those reactions based on pinacol, acyloin and phenol oxidative coupling reactions, and also the Kolbe reaction. Rearrangement reactions, leading to carbon-to-carbon &agr;-bond formation, are often used in a clever manner in synthesis. The volume includes all those rearrangement reactions based on intermediate carbonium ions and carbanions, and also includes the benzil-benzilic acid and the Wolff rearrangements. The volume closes with coverage of carbonylation reactions, and the use of carbene insertion reactions into the C-H bond in synthesis.
Book Synopsis New Carbon-carbon Bond Forming Reactions Mediated by Boron and Transition Metal Halides by :
Download or read book New Carbon-carbon Bond Forming Reactions Mediated by Boron and Transition Metal Halides written by and published by . This book was released on 2008 with total page 155 pages. Available in PDF, EPUB and Kindle. Book excerpt: This dissertation summarizes the recent use of boron and transition metal halides to form new carbon-carbon bonds. Several novel reactions have been discovered. These include the haloallylation of aryl aldehydes with boron trihalide; alkyne-aldehyde couplings mediated by boron trihalide to give either (Z, Z)-1,5-dihaloalkenes or (Z, E)-1,5-dihaloalkenes; dehydroxylation of benzylic alcohols and in situ generated benzylic alcohol salts with iron(III) chloride and triethylsilane to afford diarylmethanes; and, the alkenylation of allylic, benzylic, and propargylic alcohols with phenylacetylenes and titanium(IV) halide. The results of these studies strongly imply a cationic mechanism. The reaction methodology of the research described herein can be characterized as atom-efficient, environmentally friendly, and capable of generating the desired products in good to excellent yields.
Book Synopsis Carbon-carbon Bond Formation Methods for the Preparation of Shape-persistent Architectures by : Aaron D. Finke
Download or read book Carbon-carbon Bond Formation Methods for the Preparation of Shape-persistent Architectures written by Aaron D. Finke and published by . This book was released on 2011 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt: Carbon-rich, conjugated organic scaffolding is a popular basis for functional materials, especially for electronic and photonic applications. However, synthetic methods for generating these types of materials lack diversity and, in many cases, efficiency; the insistence of investigators focusing on the properties of the end product, rather than the process in which it was created, has led to the current state of the relatively homogeneous synthetic chemistry of functional organic materials. Because of this, there is plenty of room for improvement at the most basic level. Problems endemic to the preparation of carbon-rich scaffolding can, in many cases, be solved with modern advances in synthetic methodology. We seek to apply this synthesis-focused paradigm to solve problems in the preparation of carbon-rich scaffolds. Herein, the development and utilization of three methodologies: iridium-catalyzed arene C-H borylation; zinc- mediated alkynylations; and Lewis acid promoted Mo nitride-alkyne metathesis, are presented as improvements for the preparation of carbon-rich architectures. In addition, X-ray crystallographic analysis of two classes of compounds are presented. First, an analysis of carbazole-containing arylene ethynylene macrocycles showcases the significance of alkyl chain identity on solid-state morphology. Second, a class of rigid zwitterionic metal-organic compounds display an unusual propensity to crystallize in the absence of inversion symmetry. Hirshfeld surface analysis of these crystalline materials demonstrates that subtle intermolecular interactions are responsible for the overall packing motifs in this class of compounds.
Book Synopsis Heterogenous Carbon-hydrogen Bond Forming and Bond Breaking Reactions by : Jeffrey Morris Cogen
Download or read book Heterogenous Carbon-hydrogen Bond Forming and Bond Breaking Reactions written by Jeffrey Morris Cogen and published by . This book was released on 1988 with total page 418 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis The Formation of Carbon-carbon and Carbon-nitrogen Bonds Mediated by Organometallic Cobalt Complexes by : Mary Ann White
Download or read book The Formation of Carbon-carbon and Carbon-nitrogen Bonds Mediated by Organometallic Cobalt Complexes written by Mary Ann White and published by . This book was released on 1980 with total page 326 pages. Available in PDF, EPUB and Kindle. Book excerpt:
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 2015-09-21 with total page 296 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 Carbon-carbon bond formation by : Robert L. Augustine
Download or read book Carbon-carbon bond formation written by Robert L. Augustine and published by . This book was released on 1979 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Innovative Methods for the Catalyzed Construction of Carbon-carbon and Carbon-hydrogen Bonds by : Stuart James Mahoney
Download or read book Innovative Methods for the Catalyzed Construction of Carbon-carbon and Carbon-hydrogen Bonds written by Stuart James Mahoney and published by . This book was released on 2012 with total page 236 pages. Available in PDF, EPUB and Kindle. Book excerpt: The selective transformation of carbon-carbon and carbon-hydrogen bonds represents an attractive approach and rapidly developing frontier in synthesis. Benefits include step and atom economy, as well as the ubiquitous presence in organic molecules. Advances to this exciting realm of synthesis are described in this thesis with an emphasis on the development of catalytic, selective reactions under mild conditions. Additionally some applications of the methodologies are demonstrated. In Chapter 1, the first examples of inter-and intramolecular enantioselective conjugate alkenylations employing organostannanes are reported. A chiral, cationic Rh(I)-diene complex catalyzed the enantioselective conjugate addition of alkenylstannanes to benzylidene Meldrum's acids in moderate enantiomeric ratios and yields. Notably, the cationic and anhydrous conditions required for the asymmetric alkenylation are complementary to existing protocols employing other alkenylmetals. In Chapter 2, a domino, one-pot formation of tetracyclic ketones from benzylidene Meldrum's acids using Sc(OTf)3 via a [1,5]-hydride shift/cyclization/Friedel-Crafts acylation sequence is described. Respectable yields were obtained in accord with the ability to convert to the spiro-intermediate, and considering the formation of three new bonds: one C-H and two C-C bonds. An intriguing carbon-carbon bond cleavage was also serendipitously discovered as part of a competing reaction pathway. In Chapter 3, the pursuit of novel C-H bond transformations led to the development of non-carbonyl-stabilized rhodium carbenoid Csp3-H insertions. This methodology enabled the rapid synthesis of N-fused indolines and related complex heterocycles from N-aziridinylimines. By using a rhodium carboxamidate catalyst, competing processes were minimized and C-H insertions were found to proceed in moderate to high yields. Also disclosed is an expedient total synthesis of (±)-cryptaustoline, a dibenzopyrrocoline alkaloid, which highlights the methodology. In Chapter 4, the Lewis acid promoted substitution of Meldrum's acid discovered during the course of the domino reaction was explored in detail. The protocol transforms unstrained quaternary and tertiary benzylic Csp3-Csp3 bonds into Csp3-X bonds (X = C, N, H) and has even shown to be advantageous with regards to synthetic utility over the use of alternative leaving groups for substitutions at quaternary benzylic centers. This reaction has a broad scope both in terms of suitable substrates and nucleophiles with good to excellent yields obtained (typically>90%).
Book Synopsis Transition Metal-catalyzed Cross-coupling Methodologies for Carbon-carbon Bond and Carbon-nitrogen Bond Formation by : Ying Yu
Download or read book Transition Metal-catalyzed Cross-coupling Methodologies for Carbon-carbon Bond and Carbon-nitrogen Bond Formation written by Ying Yu and published by . This book was released on 2004 with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Molybdenum Mediated Carbon-carbon Bond Formation by : C. R. Willis
Download or read book Molybdenum Mediated Carbon-carbon Bond Formation written by C. R. Willis and published by . This book was released on 1988 with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Carbon-carbon, Carbon-nitrogen and Carbon-oxygen Bond Formation Reactions of Organoruthenium and Organorhodium Complexes by : Jeffrey Chang
Download or read book Carbon-carbon, Carbon-nitrogen and Carbon-oxygen Bond Formation Reactions of Organoruthenium and Organorhodium Complexes written by Jeffrey Chang and published by . This book was released on 1988 with total page 318 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Carbon-nitrogen Bond Formation Via Tandem Carbon-hydrogen (C-H) and Nitrogen-hydrogen (N-H) Bond Functionalization by : Abhishek A. Kantak
Download or read book Carbon-nitrogen Bond Formation Via Tandem Carbon-hydrogen (C-H) and Nitrogen-hydrogen (N-H) Bond Functionalization written by Abhishek A. Kantak and published by . This book was released on 2014 with total page 342 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Stereoselective Synthesis of Drugs and Natural Products by : Vasyl Andrushko
Download or read book Stereoselective Synthesis of Drugs and Natural Products written by Vasyl Andrushko and published by John Wiley & Sons. This book was released on 2013-08-16 with total page 1836 pages. Available in PDF, EPUB and Kindle. Book excerpt: Brings together the best tested and proven stereoselective synthetic methods Both the chemical and pharmaceutical industries are increasingly dependent on stereoselective synthetic methods and strategies for the generation of new chiral drugs and natural products that offer specific 3-D structures. With the publication of Stereoselective Synthesis of Drugs and Natural Products, researchers can turn to this comprehensive two-volume work to guide them through all the core methods for the synthesis of chiral drugs and natural products. Stereoselective Synthesis of Drugs and Natural Products features contributions from an international team of synthetic chemists and pharmaceutical and natural product researchers. These authors have reviewed the tremendous body of literature in the field in order to compile a set of reliable, tested, and proven methods alongside step-by-step guidance. This practical resource not only explores synthetic methodology, but also reaction mechanisms and applications in medicinal chemistry and drug discovery. The publication begins with an introductory chapter covering general principles and methodologies, nomenclature, and strategies of stereoselective synthesis. Next, it is divided into three parts: Part One: General Methods and Strategies Part Two: Stereoselective Synthesis by Bond Formation including C-C bond formation C-H bond formation C-O bond formation C-N bond formation Other C-heteroatom formation and other bond formation Part Three: Methods of Analysis and Chiral Separation References in every chapter serve as a gateway to the literature in the field. With this publication as their guide, chemists involved in the stereoselective synthesis of drugs and natural products now have a single, expertly edited source for all the methods they need.
Book Synopsis Comprehensive Organic Synthesis by :
Download or read book Comprehensive Organic Synthesis written by and published by Newnes. This book was released on 2014-02-14 with total page 9815 pages. Available in PDF, EPUB and Kindle. Book excerpt: The second edition of Comprehensive Organic Synthesis—winner of the 2015 PROSE Award for Multivolume Reference/Science from the Association of American Publishers—builds upon the highly respected first edition in drawing together the new common themes that underlie the many disparate areas of organic chemistry. These themes support effective and efficient synthetic strategies, thus providing a comprehensive overview of this important discipline. Fully revised and updated, this new set forms an essential reference work for all those seeking information on the solution of synthetic problems, whether they are experienced practitioners or chemists whose major interests lie outside organic synthesis. In addition, synthetic chemists requiring the essential facts in new areas, as well as students completely new to the field, will find Comprehensive Organic Synthesis, Second Edition, Nine Volume Set an invaluable source, providing an authoritative overview of core concepts. Winner of the 2015 PROSE Award for Multivolume Reference/Science from the Association of American Publishers Contains more than170 articles across nine volumes, including detailed analysis of core topics such as bonds, oxidation, and reduction Includes more than10,000 schemes and images Fully revised and updated; important growth areas—including combinatorial chemistry, new technological, industrial, and green chemistry developments—are covered extensively