This book provides a comprehensive review of the structural, conformational, and chemical manifestations of the anomeric effect. In order to present a cogent discussion of this most fundamental and relevant phenomenon, three chapters examine our present understanding of the origin of this conformational effect, based upon a wealth of theoretical and physical data. Equally important, however, are three additional chapters that deal with the general consequences of the stereoelectronic interactions that are associated with the basis of the anomeric effect. The remainder of the book is devoted to new areas of development in the topic-such as differentiation of the endo and exo anomeric interactions, specific analysis of the enthalpic component of anomeric effects, critical evaluation of the kinetics and reverse anomeric effects, discovery of a new substantial effect in second- and lower-row anomeric segments, and others.

Discusses contemporary experimental and computational studies on the anomeric effect and related stereoelectronic effects and presents conflicting data and theories in this highly controversial area. Explores applications in carbohydrate chemistry, including enzymology, as well as organometallic chemistry and the chemistry of phosphates and sulfates. Includes examination of molecular modeling methods in compounds influenced by stereoelectronic effects.

Stereoelectronic effects control the way molecules are put together an d account for the "rules of engagement" which operate when molecules m eet and react. Understanding these effects is the key to understanding molecular behavior, since the same basic three-dimensional interactio ns are responsible for both structure and reactivity. This concise and very accessible volume provides a comprehensive, intentionally non-ma thematical coverage of stereochemistry, along with an in-depth discuss ion of the main classes of organic reactions, promoting a logical and simple way of thinking about chemistry.

Stereoelectronic Effects illustrates the utility of stereoelectronic concepts using structure and reactivity of organic molecules An advanced textbook that provides an up-to-date overview of the field, starting from the fundamental principles Presents a large selection of modern examples of stereoelectronic effects in organic reactivity Shows practical applications of stereoelectronic effects in asymmetric catalysis, photochemical processes, bioorganic chemistry and biochemistry, inorganic and organometallic reactivity, supramolecular chemistry and materials science

In this second edition, the author has thoroughly updated each chapter and expanded the content with addition of three new chapters. This book comments on several key aspects of stereochemical control of organic reactions in measured detail to allow the reader easily grasp these concepts. In addition, emphasis is given to key information and important aspects of steric and stereoelectronic effects and their control on conformational profile and reactivity features. This book is not only an indispensable resource for advanced undergraduate and graduate students studying the stereochemical aspects of organic reactions, but also a good reference book for all organic chemists in both industry and academia.

World-famous carbohydrate chemist Raymond Lemieux was the first to synthesize sucrose. He also developed the concept of the anomeric effect and has recently worked on antigens. His book is a collection of carbohydrate research history, plus an interesting and engaging insight into the man as scientist and family man.

As a reflection of the quantum leap that has been made in the study of glycostructures, the first edition of this book has been completely revised and updated. The editors give up-to-date information on glycostructures, their chemistry and chemical biology in the form of a completely comprehensive survey. Glycostructures play highly diverse and crucial roles in a myriad of organisms and important systems in biology, physiology, medicine, bioengineering and technology. Only in recent years have the tools been developed to partly understand the highly complex functions and the chemistry behind them. While many facts remain undiscovered, this MRW has been contributed to by a large number of the world’s leading researchers in the field.

A guide to analyzing the structures and properties of organic molecules Until recently, the study of organic molecules has traveled down two disparate intellectual paths—the experimental, or physical, method and the computational, or theoretical, method. Working somewhat independently of each other, these disciplines have guided research for decades, but they are now being combined efficiently into one unified strategy. Molecular Structure delivers the essential fundamentals on both the experimental and computational methods, then goes further to show how these approaches can join forces to produce more effective analysis of the structure and properties of organic compounds by: Looking at experimental structures: electron, neutron, X-ray diffraction, and microwave spectroscopy as well as computational structures: ab initio, semi-empirical molecular orbital, and molecular mechanics calculations Discussing various electronic effects, particularly stereoelectronic effects, including hyperconjugation, negative hyperconjugation, the Bohlmann and anomeric effects, and how and why these cause changes in structures and properties of molecules Illustrating complex carbohydrate effects such as the gauche effect, the delta-two effect, and the external anomeric torsional effect Covering hydrogen bonding, the CH bond, and how energies, especially heats of formation, can be affected Using molecular mechanics to tie all of these things together in the familiar language of the organic chemist, valence bond pictures Authored by a founding father of computational chemistry, Molecular Structure broadens the scope of the subject by serving as a pioneering guide for workers in the fields of organic, biological, and computational chemistry, as they explore new possibilities to advance their discoveries. This work will also be of interest to many of those in tangential or dependent fields, including medicinal and pharmaceutical chemistry and pharmacology.

The Carbohydrates: Chemistry and Biochemistry, Second Edition, Volume IA deals with the chemical and biochemical aspects of carbohydrates such as monosaccharides, sugars, esters, halogen derivatives, phosphates, glycosides, glycosans, alditols, and cyclitols. Topics range from carbohydrate chemistry and stereochemistry to the synthesis of naturally occurring monosaccharides, mutarotations and actions of acids and bases, conformations of sugars, and reactivity of saccharide hydroxyl groups toward esterification. This book consists of 15 chapters that explore the effects of ionizing radiations and autoxidation reactions, physical methods and methods of separation, nucleosides and antibiotics, and the biosynthesis of sugars and complex saccharides. The rapidly growing fields of glycolipids and glycoproteins are also discussed. In addition, the reader is introduced to halogen derivatives such as glycosyl halides and nonanomeric halides, along with the hydrolysis and synthesis of phosphates and other inorganic esters, determination of the structure of glycosides, and the physical and chemical properties of acyclic derivatives. The two final chapters cover the official nomenclature rules for carbohydrates and for enzymes having carbohydrates as substrates. This book will be of interest to chemists and biochemists.