Stereochemistry and Bonding

By Richard J. Payne
364
2026

Description

Stereochemistry and Bonding stands as a definitive, master class text that bridges the gap between fundamental molecular architecture and advanced chemical reactivity. Designed for students, researchers, and professional chemists alike, this comprehensive volume offers an immersive exploration into the three-dimensional world of molecules, untangling the complex relationship between how atoms bond and how they are arranged in space. At the heart of this book is a singular, powerful premise: a molecule's three-dimensional shape dictates its physical properties, biological behavior, and chemical destiny. By seamlessly weaving together the principles of quantum mechanics, molecular orbital theory, and spatial geometry, the text provides readers with a rigorous framework to predict, visualize, and manipulate molecular structures. It transforms abstract theoretical models into intuitive, actionable chemical insights. This text is an indispensable companion for advanced undergraduate and graduate students specializing in organic, inorganic, or physical chemistry. It also serves as a vital reference manual for medicinal chemists and materials scientists who require a flawless command of spatial architecture to design the molecules of tomorrow.

About Author

Richard J. Payne is a world-renowned chemist, academic, and author who has made pioneering contributions to the fields of organic chemistry and chemical biology. He serves as a Professor of Organic Chemistry and Chemical Biology at the University of Sydney, where his groundbreaking research focuses on peptide and protein synthesis, drug discovery, and molecular structure. Professor Payne completed his PhD at the University of Cambridge as a Gates Cambridge Scholar, followed by post-doctoral studies at the Scripps Research Institute. Over his distinguished career, he has been recognized with numerous prestigious awards, including the Malcolm McIntosh Prize for Physical Scientist of the Year (Prime Minister's Prizes for Science) and the H.G. Smith Memorial Medal from the Royal Australian Chemical Institute.

Table of Content

Contents Preface 1. MOLECULAR GEOMETRY AND CHEMICAL BONDING Introduction Molecular Structure And Chemical Bonding Hybridisation And Chemical Bonding Hydrogen Bonding Rotation Around Bonds And Change In Dihedral Angle Catenae’s Summary 2. MOLECULAR SYMMETRY AND CHIRALITY Introduction Point Group Classification Molecular Symmetry And Chirality Point Groups And Symmetry Number Summary 3. STEREOISOMERISM: DEFINITIONS AND CLASSIFICATION Introduction Molecular Representation Classification Of Stereoisomers Stereoisomerism, Conformation, And Chirality Racemic Modifications Summary 4. STEREOISOMERISM AND CENTRE OF CHIRALITY Introduction Molecules With A Single Chiral (Stereogenic) Centre E And Z Nomenclature Molecules With A Centre Of Chirality And Simple Axes Of Symmetry (Cn) Molecules With Two And More Chiral Centres Summary 1. STEREOISOMERISM : AXIAL CHIRALITY, PLANAR CHIRALITY AND HELICITY Introduction Principles Of Axial And Planar Chirality Stereochemistry Of Allenes Stereochemistry Of Spiranes And Analogues Biphenyl Derivatives And Atropisomerism Stereochemistry Of Molecules With Planar Chirality Helicity Cyclostereoisomerism Summary 2. TOPICITY AND PROSTEREOISOMERISM Introduction Topicity Of Ligands And Faces Nomenclature Of Stereoheterotopic Ligands And Faces Prostereoisomerism And Stereoisomerism Summary 3. RACEMISATION AND METHODS OF RESOLUTION Introduction Mechanisms Of Racemisation Asymmetric Transformation And Mutarotation Methods Of Resolution Optical Purity And Enantiomeric Excess Summary 4. DETERMINATION OF CONFIGURATION Introduction Determination Of Absolute Configuration Correlative Methods For Configurational Assignment Configuration Of Molecules With Axial And Planar Chirality Relative Configuration Of Diastereomers Summary 5. CONFORMATIONS OF ACYCLIC MOLECULES Introduction Molecular Mechanics And Conformation Klyne-Prelog Terminology For Torsion Angles Physical Methods For Conformational Analysis Conformations Of A Few Acyclic Molecules Diastereomers: Configurations, And Conformations Summary 10. CONFORMATIONS OF CYCLIC SYSTEMS: MONOCYCLIC COMPOUNDS Introduction Conformations Of Cyclohexane Conformations Of Monosubstituted Cyclohexanes Conformations Of Di- And Polysubstituted Cyclohexanes Cyclohexane Ring With One And Two Sp2 Carbons Carbocycles Other Than Cyclohexane Summary 11. CONFORMATIONS OF CYCLIC SYSTEMS: FUSED RING AND BRIDGED RING COMPOUNDS Introduction Fused Bicyclic Systems Fused Polycyclic Systems Bridged Ring Systems Summary Bibliography Index