Derek H. R. Barton - Böcker

This book describes the experience over 25 years of the senior author with the chemistry of organic free radicals. It begins with a mechanistic study of industrial importance on the pyrolysis of chlorinated alkanes. It continues with a theory on the biosynthesis of phenolate derived alkaloids involving phenolate radical coupling. There follows 20 years of practical work to prove the theory correct, especially in the case of morphine alkaloids. The book then describes the work on nitrile photolysis (Barton reaction) which involved the invention of new radical chemistry leading to a simple synthesis of the important hormone, aldosterone. There follows a description of the invention of an important new method for the deoxygenation of biologically important molecules, especially sugars and nucleosides, using radical chemistry applied to thiocarbonyl derivatives. Some years later, in a logical extension to carboxylic acids, another new reaction was invented which provides carbon, nitrogen, oxygen and other radicals under mild conditions. A final chapter summarizes recent applications of thiocarbonyl group derived radical reactions by other authors.

This book is about the recognition of new principles in Organic Chemistry. It is also about the discovery and invention of Chemical Reactions. In addition, it deals with the determination of structure by chemical degradation during the epoch when physical methods were not well developed. Also presented are new reagents and new types of functional groups never seen in chemistry before. The overall aim of the collected papers is to show how thought can direct original research and to demonstrate how thought about old or new chemical facts can lead to originality. This is further illuminated by commentaries which Prof Barton has written to accompany these papers.