Note: Intro -- Title Page -- Copyright Page -- Contents -- List of Contributors -- Preface -- Chapter 1 Principles of Molecular Chirality -- 1.1 General Introduction -- 1.2 Geometrical Chirality -- 1.2.1 Origins and Description of Chirality within the Rigid Model Approximation -- 1.2.2 Dynamic and Supramolecular Chirality -- 1.3 Topological Chirality -- 1.3.1 The Molecular Graph -- 1.3.2 Topological Chirality -- 1.3.3 Topologically Relevant Molecules that are not Topologically Chiral -- 1.3.4 Topologically Chiral Milestone Molecules (Based on Covalent Bonds) -- 1.4 Conclusion -- References -- Chapter 2 Homochirogenesis and the Emergence of Lifelike Structures -- 2.1 Introduction and Scope -- 2.2 The Racemic State: Mirror Symmetry Breaking -- 2.2.1 Is There a Chiral Ancestor? -- 2.3 Asymmetric Oligomerization -- 2.3.1 Homochirality and Critical Chain Length -- 2.3.2 Polymerization Models: Homochiral Peptides -- 2.3.3 Lessons from Artificial Systems -- 2.4 Biochirality in Active Sites -- 2.5 Conclusions -- Acknowledgements -- References -- Chapter 3 Aspects of Crystallization and Chirality -- 3.1 Introduction -- 3.2 Crystal Space Groups -- 3.2.1 Space Group Listing -- 3.2.2 Data and Statistics -- 3.2.3 Space Group Prediction -- 3.3 Fundamentals of Crystallization for a Racemic Mixture -- 3.3.1 Racemic Compound -- 3.3.2 Solid Solution -- 3.3.3 Enantiopure Domains -- 3.3.4 Conglomerates -- 3.4 More Complex Crystallization Behavior -- 3.4.1 Crystallographically Independent Molecules -- 3.4.2 Kryptoracemates -- 3.4.3 Quasiracemates -- 3.5 Multiple Crystal Forms -- 3.5.1 Polymorphs -- 3.5.2 Solvates -- 3.5.3 Hydrates -- 3.5.4 Cocrystals -- 3.6 Conglomerates Revisited -- 3.6.1 Frequency of Conglomerate Formation -- 3.6.2 Enantiomer Resolution -- 3.6.3 Increasing the Chiral Pool -- 3.6.4 Chemical Modification -- References. , Chapter 4 Complexity of Supramolecular Assemblies -- 4.1 Introduction -- 4.1.1 Supramolecular Chirality -- 4.1.2 Self-Assembly -- 4.1.3 Supramolecular Chirogenesis -- 4.2 Generating Supramolecular Chirality through Assembly of Achiral Components -- 4.2.1 Supramolecular Chirality - Metallo‐Helicates -- 4.3 Enantioselective Supramolecular Assemblies -- 4.3.1 Mononuclear Bundles -- 4.3.2 Helicates -- 4.3.3 Higher Order Enantioselective Assemblies -- 4.4 Conclusions and Future Outlook -- References -- Chapter 5 Chirality in the Host‐Guest Behaviour of Supramolecular Systems -- 5.1 An Introduction to Chiral Recognition and its Importance -- 5.2 Chiral Hosts for Chiral Guests -- 5.2.1 Theory of Chiral Recognition -- 5.2.2 Chiral Crown Ethers for Chiral Ammonium Cations -- 5.2.3 Hosts for Chiral Anions -- 5.2.4 Hosts for Chiral Zwitterions and Neutral Molecules -- 5.3 Conclusions: Summary and Future Directions -- References -- Chapter 6 Chiral Influences in Functional Molecular Materials -- 6.1 Introduction -- 6.2 Functional Molecular Materials in Different States -- 6.2.1 Crystals -- 6.2.2 Liquid Crystals -- 6.2.3 Gels -- 6.3 Switching -- 6.4 Conducting Materials -- 6.5 Magnetic Materials -- 6.6 Sensors -- 6.7 Conclusions and Outlook -- Acknowledgements -- References -- Chapter 7 Chirality in Network Solids -- 7.1 Introduction -- 7.2 Chirality in Inorganic Network Solids -- 7.3 Synthesis of Chiral Coordination Polymers -- 7.3.1 Chiral Induction, Templating and Symmetry Breaking -- 7.3.2 Incorporation of Small Chiral Co‐Ligands -- 7.3.3 Design and Application of Chiral Ligands -- 7.3.4 Post-Synthetic Modification -- 7.4 Applications of Chiral Coordination Polymers -- 7.4.1 Enantioselective Catalysis -- 7.4.2 Enantioselective Separations -- 7.5 Summary and Outlook -- References -- Chapter 8 Chiral Metallosupramolecular Polyhedra -- 8.1 Introduction. , 8.2 Basic Design Principles -- 8.3 Chiral Polyhedra from Achiral Components -- 8.3.1 Tetrahedra -- 8.3.2 Higher Order Polyhedra -- 8.4 Stereochemical Communication -- 8.4.1 Stereocontrol through Ligand Modification -- 8.4.2 Mechanisms of Interconversion between Diastereomers -- 8.5 Resolution of Racemic Metallo‐Supramolecular Polyhedra -- 8.6 Chiral Polyhedra from Chiral Molecular Components -- 8.7 Conclusions and Outlook -- References -- Chapter 9 Chirality at the Solution/Solid‐State Interface -- 9.1 Self-Assembly at the Solution / Solid-State Interface -- 9.2 Chirality Expression at the Solution / Solid‐State Interface -- 9.2.1 Enantiopure Molecules at the Solution / Solid‐State Interface -- 9.2.2 Racemates at the Solution / Solid-State Interface -- 9.2.3 Achiral Molecules at the Solution / Solid-State Interface -- 9.2.4 Other Factors Influencing 2D Chirality -- 9.3 Chiral Induction / Amplification at the Solution / Solid‐State Interface -- 9.3.1 Sergeants and Soldiers -- 9.3.2 Chiral Auxiliaries -- 9.3.3 Chiral Solvents -- 9.3.4 Majority Rules -- 9.3.5 Magnetic Fields -- 9.4 Towards Applications -- 9.4.1 Chiral Resolution at the Solution / Solid‐State Interface -- 9.4.2 Enantioselective Adsorption at the Solution / Solid-State Interface -- 9.5 Conclusions -- References -- Chapter 10 Nanoscale Aspects of Chiral Nucleation and Propagation -- 10.1 Introduction -- 10.1.1 Chirality at Surfaces -- 10.1.2 Tracking Chiral Nucleation at Surfaces -- 10.2 Systems of Discussion -- 10.2.1 System 1: Co-TPP on Cu(110)- Chirogenesis via Intermolecular Interactions -- 10.2.2 System 2: Enantiopure and Racemic Mixtures of a Chiral Bis‐lactate - Chiral Segregation Nipped in the Bud -- 10.2.3 System 3: Tartaric Acid on Cu(110): Highly Nonlinear Chiral Crystallization -- 10.3 Conclusions -- References -- Chapter 11 Chirality in Organic Hosts -- 11.1 Introduction. , 11.2 Chiral Hosts in Analytical Applications -- 11.3 Chiral Hosts in Asymmetric Reactions -- 11.3.1 Native Chiral Hosts -- 11.3.2 Hosts Modified with Achiral Substituents -- 11.3.3 Hosts Modified with Chiral Substituents -- 11.3.4 Hosts Modified with Metal‐Coordinating Ligands -- 11.4 Conclusion -- Acknowledgements -- References -- Chapter 12 Chirality Related to Biocatalysis and Enzymes in Organic Synthesis -- 12.1 Introduction -- 12.2 Biocatalysis -- 12.2.1 Historical Context -- 12.2.2 Importance of Biocatalysis -- 12.2.3 Biocatalytic Methodologies -- 12.2.4 Enzyme Classes -- 12.2.5 Advantages and Disadvantages of Biocatalysis -- 12.2.6 Whole Cells/Isolated Enzymes -- 12.3 Biocatalytic Methodologies: Kinetic/Dynamic Kinetic Resolution and Asymmetric Transformations/Chemoselective Desymmetrizations -- 12.3.1 Kinetic Resolution -- 12.3.2 Dynamic Kinetic Resolution -- 12.3.3 Asymmetric Transformations -- 12.3.4 Chemoselective Desymmetrizations -- 12.4 Optimization of Biocatalyst Performance -- 12.4.1 Organic Solvents -- 12.4.2 Immobilization -- 12.4.3 Ionic Liquids -- 12.5 Protein Engineering -- 12.5.1 Directed Evolution and Semi‐Rational Design -- 12.5.2 Rational Design -- 12.6 Hydrolysis/Reverse Hydrolysis -- 12.6.1 Hydrolases in Biocatalysis - An Overview -- 12.6.2 Esterification/Hydrolysis of Esters -- 12.6.3 Epoxide Hydrolases -- 12.6.4 Hydrolases in the Resolution of Chiral Amines -- 12.7 Redox Reactions -- 12.7.1 Cofactors -- 12.7.2 Reduction of Ketones -- 12.7.3 Aldehyde Reductions -- 12.7.4 Reductive Aminations -- 12.7.5 Reduction of C = C Bonds -- 12.7.6 Enantioselective Oxidation/Reduction Cascade Reactions -- 12.7.7 Oxidases -- 12.7.8 Other Oxidations -- 12.8 C-C and Other C-X Bond Formation -- 12.8.1 C-C Bond Formation -- 12.8.2 Halohydrin Dehalogenases -- 12.8.3 Nitrile Hydratases -- 12.8.4 Addition of H2O/NH3 to C = C Bonds. , 12.9 Future and Outlook -- References -- Index -- EULA.