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This thesis deals with the Ti(III) catalyzed synthesis of exocyclic allenes and the development of new titanocene complexes. It is structured in six chapters: Chapter 1 is a general introduction about the generation and reactivity of [TiCp2Cl]. A review about the different [TiCp2Cl] catalyzed or promoted reactions reported to date, is included. Chapter 2 is divided in introduction and results and discussion. In the introduction, an overview about the promoted or catalyzed methodologies, already available for the synthesis of α-allenols, is included. Results and discussion section is sub-divided in other two parts. The first one describes the synthesis of carbocyclic or nitrogen heterocyclic precursors bearing a propargyl halide and a carbonyl group. Next, the [TiCp2Cl] catalyzed synthesis of exocyclic allenols is studied. Additionally, a mechanistic study through deuterium incorporation and reaction of secondary propargyl halide precursors is performed. In the second part, the preparation of oxygen precursors and its cyclization are studied. In chapter 3, there is an introduction about enantioselective syntheses using chiral titanocene catalysts. The results and discussion section deals with the enantioselective cyclization of some of the precursors previously prepared using precatalyst (R,R)-ethylenebis(4,5,6,7-tetrahydro-1-indenyl) titanium(IV), also known as Brintzinger complex. A formal synthesis of the alkaloid (})-stemoamide is carried out in chapter 4, being the key step for this synthesis the generation of an α-allenol derivative through a [TiCp2Cl] catalyzedcyclization. This chapter is also divided in an introduction, in which a review about the different methods of synthesis of stemoamide are included, and results and discussion. Chapter 5 compiles the project that I have developed during my research stay at University of Bonn, under the supervision of Prof. Gansauer. The target of this project was to develop an azide functionalized short linker titanocene derivative with the aim of linking it to a surface by click chemistry. The chapter is divided in introduction and results and discussion. In the introduction the different methodologies for the synthesis of titanocene derivatives are reviewed. This section also includes the background in which this project is based. Chapter 6 includes the experimental part. In this chapter all reactions performed during the development of this thesis, as well as the spectroscopic characterization of compounds, are compiled.
The Pauson-Khand reaction is an important reaction in the field of organic chemistry. It involves the transition-metal catalysed cycloaddition of an alkyne, an alkene and carbon monoxide, to produce cyclopentenones. The importance of this reaction originates from its high value in transforming simple components into the synthetically useful cyclopentenone unit, in which a high degree of molecular complexity can be achieved in a single step, with impressive stereochemical and regiochemical control. The Pauson-Khand Reaction investigates the nature and many variations of this reaction. Topics covered include: the mechanisms of Pauson‐Khand-type reactions non chiral intramolecular and intermolecular versions of Pauson‐Khand reactions asymmetric Pauson‐Khand reaction using chiral auxiliaries the enantioselective Pauson‐Khand reaction Pauson‐Khand reactions catalysed by metals other than cobalt unconventional Pauson‐Khand reactions the Pauson‐Khand reaction in total synthesis Presenting a comprehensive overview of this fundamental reaction, The Pauson-Khand Reaction will find a place on the bookshelves of any organic or organometallic chemist.
With its comprehensive overview of modern reduction methods, this book features high quality contributions allowing readers to find reliable solutions quickly and easily. The monograph treats the reduction of carbonyles, alkenes, imines and alkynes, as well as reductive aminations and cross and heck couplings, before finishing off with sections on kinetic resolutions and hydrogenolysis. An indispensable lab companion for every chemist.
Pyridines: From Lab to Production provides a synthetic armory of tools to aid the practicing chemist by reviewing the most reliable historical methods alongside new methods/ Written by scientists who have actually used these in synthesis. By emphasizing tricks and tips to optimize reactions for the best yields and purity, which are often missing from the primary literature, this book provides another dimension for the synthetic chemist. A combined academic and industrial approach evaluates the best methods for different scales of reaction and discusses practical tips (e.g. when to stop a reaction early to maximize purity or when to re-use side products). Chapters also assess whether to make or source starting materials, how to connect them and what are the best synthetic routes. The book is designed to be a stand-alone reference, but also provides cross references to leading reviews and the Comprehensive Heterocyclic Chemistry reference works for those who want to learn more. - Reviews tried and tested practical methods to help the reader select the best method for their research - Includes tips, tricks and hints to enable the reader to get the best yield or cleanest product out of their reaction for synthesising or transforming a pyridine derivative - Written by both academic researchers and industry leaders this provides a unique view of how to get the most out of a reaction no matter what scale you are running this on
Kurti and Czako have produced an indispensable tool for specialists and non-specialists in organic chemistry. This innovative reference work includes 250 organic reactions and their strategic use in the synthesis of complex natural and unnatural products. Reactions are thoroughly discussed in a convenient, two-page layout--using full color. Its comprehensive coverage, superb organization, quality of presentation, and wealth of references, make this a necessity for every organic chemist. - The first reference work on named reactions to present colored schemes for easier understanding - 250 frequently used named reactions are presented in a convenient two-page layout with numerous examples - An opening list of abbreviations includes both structures and chemical names - Contains more than 10,000 references grouped by seminal papers, reviews, modifications, and theoretical works - Appendices list reactions in order of discovery, group by contemporary usage, and provide additional study tools - Extensive index quickly locates information using words found in text and drawings
Prior to 1979, consideration of the problem of the carcinogenicity of the aromatic amine class of chemicals took place primarily in poster sessions and symposia of annual meetings of the American Association for Cancer Research and analogous international associations. In November 1979 the first meeting concerned with the aromatic amines was held in Rockville, Haryland under primary sponsorship of the National Cancer Institute. The proceedings from this meeting were published as Monograph 58 of the Journal of the National Cancel' Institute in 1981. The second meeting in this series, the Second International Conference on N-Substituted Aryl Compounds, was held in March/April of 1982 in Hot Springs, Arkansas. The National Cancer Institute and The National Center for Toxicological Research were the primary sponsors of this meeting. The proceedings were published as Volume 49 of the journal En-vil'onmental Health Perspectives in 1983. The third meeting in this series was held in April of 1987 at the Dearborn Hyatt in Dearborn, Michigan. The principal sponsor of this meeting was the Heyer L. Pre ntis Comprehensive Cancer Center of Metropolitan Detroit. The proceedings, Carcinogenic and Mutagenic Responses to Aromatic Amines and Nitroal'enes, were published in 1987 by Elsevier Press. The fourth meeting was held in Cleveland, Ohio, on July 15-19, 1989.
This volume covers both basic and advanced aspects of organometallic chemistry of all metals and catalysis. In order to present a comprehensive view of the subject, it provides broad coverage of organometallic chemistry itself. The catalysis section includes the challenging activation and fictionalization of the main classes of hydrocarbons and the industrially crucial heterogeneous catalysis. Summaries and exercises are provides at the end of each chapter, and the answers to these exercises can be found at the back of the book. Beginners in inorganic, organic and organometallic chemistry, as well as advanced scholars and chemists from academia and industry will find much value in this title.
This book is a hands-on guide for the organic chemist. Focusing on the most reliable and useful reactions, the chapter authors provide the information necessary for a chemist to strategically plan a synthesis, as well as repeat the procedures in the laboratory. Consolidates all the key advances/concepts in one book, covering the most important reactions in organic chemistry, including substitutions, additions, eliminations, rearrangements, oxidations, reductions Highlights the most important reactions, addressing basic principles, advantages/disadvantages of the methodology, mechanism, and techniques for achieving laboratory success Features new content on recent advances in CH activation, photoredox and electrochemistry, continuous chemistry, and application of biocatalysis in synthesis Revamps chapters to include new and additional examples of chemistry that have been demonstrated at a practical scale
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 in 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.