Describes methods for introducing fluorine and small fluorine-containing substituents into aromatic rings Considers traditional and modern synthetic methods, including industrial processes Focuses on the synthesis of selectively fluorinated aromatic molecules that represent an increasingly important class of intermediates Examines both historical development and future trends in this increasingly important area of chemistry
Academia and industry join forces in Aromatic Fluorination, as an expert from each domain contributes to this new text on fluorination of carbocyclic and heterocyclic rings. The book begins with a discussion of fluorine's unique combination of properties, including size, electronic effects, and hydrophobicity, as well as the historical development of its product applications. It explains methods for introducing fluorine into an aromatic ring, focusing on nucleophilic fluorine transfer reactions. The role of catalysts, solvents, and other variables are examined, and the scope and limitations of the methods are discussed. Of particular interest to those working in non-specialist laboratories, Aromatic Fluorination includes detailed descriptions of the new electrophilic routes to fluoroaromatics, in addition to traditional routes and alternative methods involving radical chemistry. Because one of the most important fluorine-containing substituent is CF3, the book explains routes to benzotrifluorides (ArCF3), including traditional industrial methods and modern alternatives employing C-1 halofluorocarbons and other fluoroaliphatics. An alternative to CF3 is CF3S, and several methods of synthesizing aromatic CF3S-containing molecules are described. Since the successful development and diverse applications of aromatic fluorine compounds have led to the search for new compounds and novel substituents, the incorporation of other substituents is also explored. Aromatic Fluorination concludes with discussion of the factors responsible for the successful development of pharmaceutical, agrochemical and liquid crystal applications and the potential for applications in high-performance polymers and other areas. This section also describes in detail important industrial aromatic fluorination processes and the relative merits of different process technologies and their costs.
Fluorine and Health presents a critical multidisciplinary overview on the contribution of fluorinated compounds to resolve the important global issue of medicinal monitoring and health care. The involved subjects are organized in three thematic parts devoted to Molecular Imaging, Biomedical Materials and Pharmaceuticals. Initially the key-position of partially fluorinated low molecular weight compounds labelled either with the natural 19F-isotope for Magnetic Resonance Imaging (MRI) or labelled with the radioactive [18F]-isotope for Positron Emission Tomography (PET) is highlighted. Both non-invasive methods belong to the most challenging in vivo imaging techniques in oncology, neurology and in cardiology for the diagnosis of diseases having the highest mortality in the industrialized countries. The manifold facets of fluorinated biomaterials range from inorganic ceramics to perfluorinated organic molecules. Liquid perfluorocarbons are suitable for oxygen transport and as potential respiratory gas carriers, while fluorinated polymers are connected to the pathology of blood vessels. Another important issue concerns the application of highly fluorinated liquids in ophthalmology. Moreover, fluorine is an essential trace element in bone mineral, dentine and tooth enamel and is applied for the prophylaxis and treatment of dental caries. The various origins of human exposure to fluoride species is detailed to promote a better understanding of the effect of fluoride species on living organisms.Medicinally relevant fluorinated molecules and their interactions with native proteins are the main focus of the third part. New molecules fluorinated in strategic position are crucial for the development of pharmaceuticals with desired action and optimal pharmacological profile. Among the hundreds of marketed active drug components there are more than 150 fluorinated compounds. The chapters will illustrate how the presence of fluorine atoms alters properties of bioactive compounds at various biochemical steps, and possibly facilitate its emergence as pharmaceuticals. Finally the synthetic potential of a fluorinase, the first C-F bond forming enzyme, is summarized. - New approach of topics involving chemistry, biology and medicinal techniques - Transdisciplinar papers on fluoride products - Importance of fluoride products in health - Updated data on specific topics
Late-Stage Fluorination of Bioactive Molecules and Biologically-Relevant Substrates reviews how the use of these techniques on compounds with already known and relevant biological activity can provide new pharmaceutical leads with improved medicinal properties. The fluorination strategies discussed take into account both conventional and novel reagents, including nucleophilic, electrophilic, those of a radical nature, and diverse families of organic compounds, such as (hetero) aromatic rings and aliphatic substrates. Drawing on the authors' expert knowledge, this book provides researchers with a broad set of applicable methods to use in their work.
Modern Synthesis Processes and Reactivity of Fluorinated Compounds focuses on the exceptional character of fluorine and fluorinated compounds. This comprehensive work explores examples taken from all classes of fluorine chemistry and illustrates the extreme reactivity of fluorinating media and the peculiar synthesis routes to fluorinated materials. The book provides advanced and updated information on the latest synthesis routes to fluorocompounds and the involved reaction mechanisms. Special attention is given to the unique reactivity of fluorine and fluorinated media, along with the correlation of those properties to valuable applications of fluorinated compounds. - Contains quality content edited, and contributed, by leading scholars in the field - Presents applied guidance on the preparation of original fluorinated compounds, potentially transferable from the lab scale to industrial applications - Provides practical synthesis information for a wide audience interested in fluorine compounds in many branches of chemistry, materials science, and physics
This volume reviews the recent advances in formation of C-F bonds and X-F bonds (X = heteroatom) to produce useful fluorinated molecules for pharmaceuticals, materials and more. Reactions and methods associated with fluorination, including monofluorination, difluorination, trifluorination and other polyfluorination that have emerged within the past few years are systematically discussed. With contributions from front-line researchers in this field from both academia and industry, this book provides a valuable resource for scholars, graduate students as well as professionals.
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.
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.
Late-Stage Fluorination of Bioactive Molecules and Biologically-Relevant Substrates reviews how the use of these techniques on compounds with already known and relevant biological activity can provide new pharmaceutical leads with improved medicinal properties. The fluorination strategies discussed take into account both conventional and novel reagents, including nucleophilic, electrophilic, those of a radical nature, and diverse families of organic compounds, such as (hetero) aromatic rings and aliphatic substrates. Drawing on the authors' expert knowledge, this book provides researchers with a broad set of applicable methods to use in their work. - Highlights the latest developments in the field in a concise volume - Provides details of key fluorinating reagents across diverse families of organic compounds - Explores the current applications and future potential of fluorine in drug development
Fluorine in Life Sciences: Pharmaceuticals, Medicinal Diagnostics and Agrochemicals, volume four in Alain Tressaud's Progress in Fluorine Science series, presents a critical, multidisciplinary overview of the contributions of fluorinated products to solve important global issues in various life science fields, particularly in medicinal chemistry, molecular imaging techniques and agriculture. Edited by recognized experts, this book provides unique coverage of the wide-ranging uses and implications of fluorine and fluorinated compounds. Topics include medicinal monitoring and diagnosis, 19F MRI in medicine and in vivo cell tracking, 18F-labeled radiopharmaceuticals, brain imaging and neurology, risk assessment of reactive metabolites in drug discovery, and more. Edited by Alain Tressaud, past Chair and founder of the CNRS French Fluorine Network, each book in the collection also includes the work of highly-respected volume editors and contributors from both academia and industry who bring valuable and varied content to this active field. - Covers a wide range of topics - from organic and physical chemistry, to pharmaceuticals, agrochemicals and medical diagnostics - Describes major modern syntheses and unique reaction mechanisms yielding fluorine compounds in these diverse life science settings - Features contributions from a wealth of global experts - Acts as the fourth volume in Alain Tressaud's Progress in Fluorine Science
