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The past twenty years has seen an explosion of interest in free radicals, as their pivotal role in both chemistry and biology has come to light. This introductory textbook aims to capture this excitement for advanced level undergraduates, with particular emphasis on the importance of radical reactions in organic synthesis. The book provides a gentle, stepwise introduction to the subject, taking the student from the basic principles of radical reactions through to their applications in industry and their role in biological and environmental processes, allowing the relevance of the subject to be grasped more easily. Suitable for advanced level undergraduates and postgraduates in chemistry and biochemistry, the book will also be invaluable for research level scientists requiring an update in the area.
Free radicals constitute the most frequently used class of reaction intermediates in organic chemistry. This study describes the structure and reactivity of free radicals, and explores their role in both natural phenomena and in the design of new reaction pathways.
This book commences with a general introduction outlining the basic concepts of radical polymerization. This is followed by a chapter on radical reactions that is intended to lay the theoretical ground-work for the succeeding chapters on initiation, propagation and termination.
The work presented here is a result of an extended collaboration with a number of coworkers and guests. Particularly, I would like to thank Dr. P. Burkhard and Dr. W. Strub for their careful work performed for their Ph. D. thesis and Dr. M. Heming for his brilliant ideas and his dedication. Very fruitful and stimulating were collaborations with our guests, i. e. with G. A. Brinkman and P. W. F. Louwrier from NIKHEF-K in Amsterdam, B. C. Webster, M. J. Ramos and D. McKenna from the University of Glasgow, M. C. R. Symons, D. Geeson and C. J. Rhodes from the University of Leicester, S. F. J. Cox and C. A. Scott from the Rutherford Appleton Laboratory in Chilton, and R. De Renzi and M. Ricco from the University of Parma. Many invaluable discussions with friends and competitors in the field helped to address new viewpoints and to define new goals. I shall not forget my teacher and director of the radical chemistry group, Prof. H. Fischer, whom I wish to thank for his interest and active support and for the great liberty he allowed me for the planning and organization of the project. Last but not least, I thank my dear wife Hanny and our children Christian, Martin and Andrea who suffered, without complaint, daddy's absence for so many hours.
"Authoritative and clearly written."—Applied Optics The direct observation of short-lived free radicals and the consequent study of their structure and reactions have led to important developments in almost every branch of chemistry as well as in other areas. This volume by a Nobel laureate offers an excellent introduction to the essentials of molecular spectroscopy. The introductory chapter discusses experimental methods and illustrates the observed spectra of various molecules and free radicals. Subsequent chapters explore rotational, vibrational, and electronic energy levels of diatomic molecules and ions; radiative transitions; linear and nonlinear polyatomic radicals and ions; continuous and diffuse spectra; predissociation and pre-ionization; and recombination. The well-illustrated text features more than 100 figures and spectra. A distilled version of the author's monumental three-volume study, Molecular Spectra and Molecular Structure, it constitutes a superb resource for anyone wishing a concise but complete treatment of the fundamentals of molecular spectroscopy.
Free radical species are generally short-lived due to their high reactivity and thus direct measurement and identification are often impossible. ESR is the only technique which has the potential for direct detection of radicals but in biological systems even these must be trapped by a spin-trapping agent. Thus most investigations involve recognition of indicators of the presence of radicals in vivo or "FOOTPRINTS" of radical-mediated damage. Techniques in Free Radical Research assembles and critically assesses the most relevant and reliable experimental approaches used towards the measurement of radicals and radical-mediated damage in chemical systems, in cells and in tissues under the following six headings: a) Footprints of DNA damage, b) Footprints of protein damage, c) Footprints of lipid peroxidation, d) Footprints of antioxidant consumption, e) Footprints via indirect radical assays, and f) Footprints via the availability of transition metal complexes.
Free Radicals in Biology and Medicine has become a classic text in the field of free radical and antioxidant research. Now in its fifth edition, the book has been comprehensively rewritten and updated whilst maintaining the clarity of its predecessors. Two new chapters discuss 'in vivo' and 'dietary' antioxidants, the first emphasising the role of peroxiredoxins and integrated defence mechanisms which allow useful roles for ROS, and the second containing new information on the role of fruits, vegetables, and vitamins in health and disease. This new edition also contains expanded coverage of the mechanisms of oxidative damage to lipids, DNA, and proteins (and the repair of such damage), and the roles played by reactive species in signal transduction, cell survival, death, human reproduction, defence mechanisms of animals and plants against pathogens, and other important biological events. The methodologies available to measure reactive species and oxidative damage (and their potential pitfalls) have been fully updated, as have the topics of phagocyte ROS production, NADPH oxidase enzymes, and toxicology. There is a detailed and critical evaluation of the role of free radicals and other reactive species in human diseases, especially cancer, cardiovascular, chronic inflammatory and neurodegenerative diseases. New aspects of ageing are discussed in the context of the free radical theory of ageing. This book is recommended as a comprehensive introduction to the field for students, educators, clinicians, and researchers. It will also be an invaluable companion to all those interested in the role of free radicals in the life and biomedical sciences.
The free-radical chemistry of DNA had been discussed in some detail in 1987 in my book The Chemical Basis of Radiation Biology. Obviously, the more recent developments and the concomitant higher level of understanding of mechanistic details are missing. Moreover, in the living cell, free-radical DNA damage is not only induced by ionizing radiation, but free-radical-induced DNA damage is a much more general phenomenon. It was, therefore, felt that it is now timely to review our present knowledge of free-radical-induced DNA damage induced by all conceivable free-radical-generating sources. Originally, it had been thought to include also a very important aspect, the repair of DNA damage by the cell’s various repair enzymes. Kevin Prise (Cancer Campaign, Gray Laboratory, L- don) was so kind to agree to write this part. However, an adequate description of this strongly expanding area would have exceeded the allocated space by much, and this section had to be omitted. The directors of the Max-Planck-Institut für Strahlenchemie (now MPI für Bioanorganische Chemie), Karl Wieghardt and Wolfgang Lubitz, kindly allowed me to continue to use its facilities after my retirement in 2001. Notably, our - brarian, Mrs. Jutta Theurich, and her right-hand help, Mrs. Rosemarie Schr- er, were most helpful in getting hold of the literature. I thank them very much. Without their constant help, this would have been very difficult indeed.
Free radical reactions have become increasingly important and a very attractive tool in organic synthesis in the last two decades, due to their powerful, selective, specific, and mild reaction abilities. Advanced Free Radical Reactions for Organic Synthesis reviews information on all types of practical radical reactions, e.g. cyclizations, additions, hydrogen-atom abstractions, decarboxylation reactions. The book usefully provides experimental details for the most important reactions as well as numerous references to the original literature. By covering both the fundamentals and synthetic applications it is therefore suitable for both new and experienced researchers, chemists, biochemists, natural product chemists and graduate students. This title is the definitive guide to radical chemistry for all scientists. Introduces and reviews the use of radicals to perform synthetic transformations Practical details are provided for the most important methods Numerous references to the original literature
Covers the most advanced computational and experimental methods for studying carbon-centered radical intermediates With its focus on the chemistry of carbon-centered radicals and radical cations, this book helps readers fully exploit the synthetic utility of these intermediates in order to prepare fine chemicals and pharmaceutical products. Moreover, it helps readers better understand their role in complex atmospheric reactions and biological systems. Thoroughly up to date, the book highlights the most advanced computational and experimental methods available for studying and using these critically important intermediates. Carbon-Centered Free Radicals and Radical Cations begins with a short history of the field of free radical chemistry, and then covers: A discussion of the relevant theory Mechanistic chemistry, with an emphasis on synthetic utility Molecular structure and mechanism, focusing on computational methods Spectroscopic investigations of radical structure and kinetics, including demonstrations of spin chemistry techniques such as CIDNP and magnetic field effects Free radical chemistry in macromolecules Each chapter, written by one or more leading experts, explains difficult concepts clearly and concisely, with references to facilitate further investigation of individual topics. The authors were selected in order to provide insight into a broad range of topics, including small molecule synthesis, polymer degradation, computational chemistry as well as highly detailed experimental work in the solid, liquid, and gaseous states. This volume is essential for students or researchers interested in building their understanding of the role of carbon-centered radical intermediates in complex systems and how they may be used to develop a broad range of useful products.