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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.
The introduction of carbon-fluorine bonds into organic compounds can profoundly influence their chemical and physical properties when compared to their non-fluorine-containing analogues, leading to a range of man-made materials with highly desirable properties. These molecules are of interest across the wide spectrum of industrial and academic organic chemistry, from pharmaceuticals, through fine and specialty chemicals to polymers. From Prozac to Teflon, many of the most important products of the chemical and life-science industries rely on organic fluorine chemistry for their useful properties. This book covers both the preparative methodologies and chemical properties of partially and highly fluorinated organic systems.
The present book is essentially based on the lectures on the chemistry of organic compounds of fluorine that I gave in 1969 at Virginia Polytechnic Institute in Blacksburg, Virginia, as a graduate course. References to material published to the end of 1969 are included. The book is primarily meant to provide the background for such a course, and, at the same time, to be a brief survey of recent knowledge in, and an introduction to deeper study of, this area of chemistry, which has been treated in a number of com prehensive monographs. I would like to thank Professor S. C. Cohen, Syracuse University, for the compilation of the data on mass spectra and nuclear magnetic res onance spectra, and my son, Tomas Hudlicky, and my daughter, Eva Hudlickci, for their help with the indexes. MILOS HUDLICKY February 13, 1970 Virginia Polytechnic Institute and State University Blacksburg, Virginia vii Contents CHAPTER 1. Introduction ......................................................... 1 Development of Fluorine Chemistry ......................................... .
Fluorine Chemistry, Volume IV provides an extensive survey and discussion on the physiological properties of fluoride ion and substances capable of producing it in aqueous solution. This book elaborates the detrimental effects of excessive fluoride ingestion, through the beneficial effects of optimal amounts, to recognized detrimental effects, such as dental caries accompanied by suboptimal fluoride intake. Fluoride metabolism is discussed in detail, including the capacity for storage of fluoride by the bones and rates of excretion of fluoride from the body. This text also covers the relation of fluoride ion to the health of teeth and bones. This publication is a good source for chemists and clinicians intending to acquire knowledge of the biological effects of fluoride.
This book is a synthesis of two of Hudlicky's earlier books outlining the many unpredictable properties of fluorine and its compounds that are not analogous to the properties of any other halogens and their compounds. It is divided into two separate sections, the first presenting peculiar reactions as problems to be solved. Each reaction can be analyzed in the lab without the help of the second section, however if a solution is not easily reached, the second section provides discussion of the problems, outlining the products of the reactions and their mechanisms. Among the 105 reactions outlined are the introduction of fluorine into organic molecules, reduction and oxidation of fluorine compounds, reactions of fluorocompounds with halogens and their derivatives, nitration, acid catalyzed reactions, organometallic syntheses, and pyrolyses. The reactions are documented in the experimental material of the earlier volumes and will be important background knowledge for anyone working in organic chemistry.
In the fields of biologically active materials and functional materials, fluorinated organic materials are becoming a focus of significant interest. Over the past decade synthetic methodologies and reagents in fluorine chemistry have been developed, especially stereocontrolled synthetic methods, enzymatic resolution to synthesize enantiomers, fluoromethylated reagents, and fluorination reagents. These methods have contributed to the opening of new pathways for fluorinated materials. However, few fluorinated materials have been put to commercial use. Furthermore, there remain problems to be solved, such as the handling of the materials, availability of reagents and selectivity (stereo-, regio-, and/or chemoselectivity). Research chemists, technical engineers, and graduate students in all branches of chemistry, pharmaceutics, and material science interested in fluorinated materials need to know detailed experimental procedures of how to synthesize the target fluorinated materials. This volume summarizes the chemical and microbial methods for obtaining functionalized fluorinated materials for use as building blocks; detailed experimental methods (reaction conditions, solvent, temperature, handling techniques, etc.); and the stereoview (possible absolute configuration) of the structures with spectral data. Mono-, di-, tri-, and polyfluorinated materials derived from fluorinating agents, fluoromethylated reagents and building blocks are summarized. A chemical name index, molecular formula index, and reagent index are also included. The publication of this monograph will provide access to the enormous possibilities in fluorine chemistry, biological material chemistry, and functionalized material chemistry.
This book focuses on the new frontiers of organofluorine chemistry in synthetic, organometallic, bioorganic, medicinal, agricultural, and materials chemistry as well as chemical physics and their applications to biomedical and material sciences. The extraordinary potential of fluorine-containing molecules in biology, pharmaceuticals, agrochemical, materials and their wide range of applications has been recognized by researchers who are not in the traditional fluorine chemistry field, and thus the new wave of organofluorine chemistry is rapidly expanding its frontiers.Featuring major leading researchers from all over the world and their cutting-edge research projects, this title reviews the recent advances and envision the new exciting developments in the future. Frontiers of Organofluorine Chemistry is an excellent reference book for professional researchers, and graduate students, in both industry and academia to get inspirations and new ideas for their projects.
Organic and Inorganic Fluorine Chemistry provides an introduction to fluorine chemistry and an overview of the most important fluorinated compounds and general preparation techniques. The book is divided into three parts, covering general aspects, inorganic fluorides and fluoroorganic compounds. The inorganic part presents the most important element fluorides and oxyfluorides, their preparation as well as their most characteristic properties. The organic section focuses on the different types of fluorination and the corresponding reagents. The application of these techniques is discussed for many different types of substrates. The book addresses advanced students in chemistry as well as researchers in academia and industry. The readers will benefit from a large number of original references which give access to further information. In addition, study questions at the end of each chapter will help to repeat and internalise the most important aspects.
Fluorine Chemistry, Volume II focuses on studies on fluorocarbons and fluorocarbon derivatives. Composed of various literature, the book first discusses fluorine-containing complex salts and acids. The complex fluorides of alkali metals, beryllium, boron, carbon, silicon, germanium, tin, and lead are described. The text also looks at research on halogen fluorides. The physical properties of chlorine, bromine, and iodine fluorides; halogen fluorides as ionizing solvents; and acids and bases in iodine pentafluoride and chlorine trifluoride are discussed. The book discusses analytical chemistry of fluorine and fluorine-containing compounds. Analysis of gaseous samples; separation and isolation of fluorine; qualitative detection and identification of fluorine; and determination of fluorine in specific materials are described. The text also focuses on organic compounds containing fluorine. Alcohols, acids and their derivatives, polymer containing fluorines, amines, amino acids, drugs, dyes, and pesticides are discussed as well. The book further looks at metallic compounds containing fluorocarbon radicals and organometallic compounds containing fluorine, fluorocarbon chemistry, and the infrared spectra of fluorocarbons and related compounds. The text is a vital source of information for readers wanting to study fluorocarbons and fluorocarbon derivatives.