Organic stereochemistry : experimental and computational methods / / Hua-Jie Zhu

• Record Nr.: UNINA9910809459903321
• Autore: Zhu Hua-Jie
• Pubbl/distr/stampa: Weinheim an der Bergstrasse, Germany : , : Wiley-VCH Verlag GmbH & Co. KGaA, , 2015; ©2015
• ISBN: 3-527-68817-X; 3-527-68816-1
• Descrizione fisica: 1 online resource (337 p.)
• Disciplina: 541.223
• Soggetti: Stereochemistry; Physical organic chemistry
• Lingua di pubblicazione: Inglese
• Formato: Materiale a stampa
• Livello bibliografico: Monografia
• Note generali: Description based upon print version of record.
• Nota di bibliografia: Includes bibliographical references at the end of each chapters and index.
• Nota di contenuto: Cover; Title Page; Copyright; Contents; Preface; Acknowledgments; List of Abbreviations; Part I Fundamentals; Chapter 1 Chirality; 1.1 Introduction; 1.2 Tetrahedron of Carbon; 1.2.1 Terpenoids; 1.2.2 Flavonoids; 1.2.3 Alkaloids; 1.2.4 Steroids; 1.2.5 Glycosides; 1.2.6 Others; 1.3 Other Stereogenic Centers; 1.4 Optical Characteristics; 1.4.1 Measurement of OR; 1.4.2 ECD and Its Definition; 1.4.3 Outline of VCD; 1.4.4 Outline of ROA; References; Chapter 2 Non-optical Method in Configuration Study; 2.1 13C NMR Spectra; 2.1.1 NMR and Atomic Structure; 2.1.2 13C NMR Calculation; 2.1.3 1H NMR; 2.1.4 13C NMR Prediction and Conformational Search2.2 X-Ray Diffraction and Mosher Method; 2.2.1 X-Ray Diffraction; 2.2.2 Mosher Method; 2.3 Transition State Energy and Chirality Selectivity; 2.4 Separation of Chiral Compounds; 2.4.1 Chiral Organic Bases; 2.4.2 Chiral Organic Acids; 2.4.3 Chiral Organic Alcohols; 2.4.4 Others; References; Part II Techniques; Chapter 3 Optical Rotation (Rotatory Dispersion, ORD); 3.1 Introduction; 3.2 Quantum Theory; 3.3 Matrix Model; 3.3.1 Matrix Basis; 3.3.2 Explanation of General OR Characteristics; 3.3.2.1 Sample Calculations; 3.3.2.2 Calculated Values in Same Series of Compounds3.4 ORD; 3.5 ; Application; 3.5.1 AC Assignment for Mono-Stereogenic Center Compounds; 3.5.2 Matrix Model Application; 3.5.3 AC Assignment for Poly-Stereogenic Center Compounds; 3.5.4 Using ORD Method; References; Chapter 4 Electronic Circular Dichroism; 4.1 Exciton Chirality CD; 4.2 ECD Characteristics for Chiral Metallic Compounds; 4.3 Quantum Theory Basis; 4.4 Principle Using ECD; 4.5 Application; 4.5.1 Procedure to Do ECD; 4.5.2 ECD Application; 5.4.1 VCD Application; 4.5.3 UV Correction; References; Chapter 5 Vibrational Circular Dichroism and Raman Optical Activity5.1 Exciton Chirality; 5.2 Quantum Theory Basis; 5.2.1 VCD and IR; 5.2.2 ROA and Raman Scattering; 5.3 Principles Using VCD and ROA; 5.4 Application; 5.4.2 ROA Application; References; Chapter 6 Combinational Use of Different Methods; 6.1 Tactics to Select Methods; 6.1.1 13C NMR Methods; 6.1.2 OR and ORD; 6.1.3 Matrix; 6.1.4 ECD; 6.1.5 VCD Method; 6.2 Examples and Discussion; 6.3 Revised Structures; 6.3.1 ORD Method; 6.3.2 Combinational Use of OR and ECD; 6.3.3 VCD and ECD; 6.3.4 Comprehensive Use of OR, ECD, and VCD; ReferencesPart III Reactions; Chapter 7 Enantioselective Reaction; 7.1 Enantioselective Addition; 7.1.1 Organic Zn- or Zn-Ti Reagent; 7.1.2 Organic Cu-Zn, Cu-Li Reagent; 7.1.3 Organo-Fe Complexes; 7.1.4 Other Organo-Metallic Complexes; 7.1.5 Organo-Si Reagents; 7.2 Enantioselective Reduction; 7.2.1 Green Chemistry; 7.6.2 Auto-Self Catalysis; 7.3 Enantioselective Oxidation; 7.4 Prediction of ee Using Calculations; 7.5 Catalyst Types; 7.5.1 Amino Alcohols; 7.5.2 Chiral Ligands Containing N-O Group; 7.5.3 Chiral Axial Catalysts; 7.5.4 Solid-Supported Chiral Compounds; 7.5.5 Spiral Chiral Compounds