Stereochemistry

Foreword

Preface

Chapter Static Stereochemistry


1.1 Configuration and Chirality


1.1.1 Molecular Geometry


1.1.2 Molecular Symmetry


1.1.3 Symmetry in Simple Carbon Compounds


1.1.4 Classification of Molecules According to their Symmetry. The Schönfliess Point Group Notation


1.1.5 Stereoisomerism and Chirality


1.1.6 Molecular Chirality


1.1.7 Molecules Containing more than One Center of Asymmetry


1.1.8 The Experimental Determination of Configuration. Absolute and Relative Configuration


1.1.9 Principles Relating to the Separation of Enantiomers


1.2 Conformation of Carbon Compounds


1.2.1 The Conformation of Ethane. Torsional Strain


1.2.2 The Conformation of n-butane. Non-bonding Interactions


1.2.3 The Conformation of Cyclohexane

Chapter 2 Dynamic Stereochemistry


2.1 Methods of Dynamic Stereochemistry


2.1.1 Intramolecular Symmetry Relations Between Groups of the same Structure and Position. Topicity


2.1.2 Molecular Symmetry and n.m.r. Spectroscopy


2.1.3 Some Concepts of Reaction Kinetics


2.1.4 Dynamic n.m.r. Spectroscopy


2.2 The Kinetics of Configurational and Conformational Change


2.2.1 Racemization and Epimerization


2.2.2 Configurational Inversion


2.2.3 Hindered Rotation


2.2.4 Conformational Equilibria in Ring Systems. Ring Inversion

Chapter 3 Applied Stereochemistry


3.1 Reactivity and Molecular Symmetry


3.1.1 The Formation of Stereoisomers. Intramolecular Stereoselectivity


3.1.2 The Reactivity of Stereoisomers. Intermolecular Stereoselectivity


3.1.3 The Stereochemistry of Concerted Reactions. The Conservation of Orbital Symmetry


3.2 The Stereochemistry of Enzymic Processes


3.2.1 Structural Determinants in the Stereostructure of Enzymes


3.2.2 Stereoselectivity in the Biosynthesis of Steroids


3.3 Stereoisomerism in Monotonic Polymers


3.4 Stereoisomerism in Some Inorganic Complexes

References

Subject Index