Lithium Compounds in Organic Synthesis : From Fundamentals to Applications.

This unique book covers fundamentals of organolithium compounds and gives a comprehensive overview of the latest synthetic advances and developments in the field. Part I covers computational and spectroscopic aspects as well as structure-reactivity relationships of organolithiums, whereas Part II de...

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Detalles Bibliográficos
Clasificación:Libro Electrónico
Autor principal: Luisi, Renzo
Otros Autores: Capriati, Vito
Formato: Electrónico eBook
Idioma:Inglés
Publicado: Hoboken : Wiley, 2014.
Temas:
Cyclic compounds.
Lithium compounds.
Organic compounds > Synthesis.
Lithium Compounds
Composés cycliques.
Lithium > Composés.
Composés organiques > Synthèse.
Cyclic compounds
Lithium compounds
Organic compounds > Synthesis
Acceso en línea:Texto completo
Tabla de Contenidos:
  • Lithium Compounds in Organic Synthesis
  • Contents
  • List of Contributors
  • Foreword
  • Preface
  • Part I New Structural Aspects of Lithium Compounds
  • Chapter 1 Structure-Reactivity Relationship in Organolithium Compounds
  • 1.1 Structural Principles in Organolithium Compounds
  • 1.2 Donor-Base-Free Structures
  • 1.2.1 Tetramers
  • 1.2.2 Hexamers
  • 1.2.3 Comparison of [Me3SiCH2Li]6 and [n-BuLi]6
  • 1.3 Disaggregation with Lewis Bases
  • 1.3.1 Tetramers of Alkyllithium Compounds
  • 1.3.2 Asymmetric Aggregates of [Me3SiCH2Li] (4)
  • 1.3.3 An Octameric Aggregate of [Me3SiCH2Li]6
  • 1.4 Donor-Base-Induced Dimers and Monomers
  • 1.4.1 Alkyllithium and Trimethylsilylmethyllithium Compounds
  • 1.4.2 PMDETA Aggregated Monomers
  • 1.5 Heterobimetallic Organolithium Compounds
  • 1.6 Conclusion and Outlook
  • References
  • Further Reading
  • Chapter 2 Computational Perspectives on Organolithiums
  • 2.1 Introduction
  • 2.2 The Nature of Bonds to Lithium
  • 2.3 Aggregation of Lithium Organic Compounds
  • 2.4 Solvation Effects
  • 2.5 Lithium Alkoxides and Lithium Amides
  • 2.6 Computational Studies on Various Organolithium Applications
  • 2.7 Conclusion and Outlook
  • References
  • Further Reading
  • Chapter 3 Spectroscopic Advances in Organolithium Reactivity: The Contribution of Rapid-Injection NMR (RINMR)
  • 3.1 Introduction
  • 3.2 The Curtin-Hammett Principle
  • 3.3 Organolithium NMR
  • 3.4 Features of RINMR
  • 3.4.1 Brief History
  • 3.4.2 Apparatus Descriptions and Rapidity of Acquisition
  • 3.4.3 Temperature Range and Control
  • 3.4.4 Volume Accuracy of Injection
  • 3.5 Use of RINMR to Study Organometallic Reactions
  • 3.5.1 n-Butyllithium Aggregate Reactivity (1985)
  • 3.5.2 Magnesium Chelates in Carbonyl Additions (1987/1990)
  • 3.5.3 Lithium Enolate Aldol (1992).
  • 3.5.4 Alkyllithium Polymerization (1995/1999)
  • 3.5.5 Tin Transmetallation (2007)
  • 3.5.6 Cuprates (2002-Present)
  • 3.5.7 n-BuLi Aggregate Reactivity Revisited (2007)
  • 3.5.8 Tris(trimethylsilyl)methyllithium (2008/2009)
  • 3.5.9 Enolization and Lithium Aldol (2011)
  • 3.6 Conclusion and Outlook
  • References
  • Further Reading
  • Chapter 4 Spectroscopic Advances in Structural Lithium Chemistry: Diffusion-Ordered Spectroscopy and Solid-State NMR
  • 4.1 General Introduction
  • 4.2 Application of Solution NMR to the Structural Characterization of Organolithium Compounds
  • 4.2.1 Diffusion NMR Measurement Methods
  • 4.2.1.1 Pulsed Field Gradient Spin Echo (PFGSE)
  • 4.2.1.2 From the First to the Second Dimension: DOSY NMR Experiment
  • 4.2.2 DOSY Application to the Structural Analysis of Organolithium Compounds
  • 4.2.2.1 Structure of the Mixed Methyllithium/Lithium Chloride Aggregate
  • 4.2.2.2 Structure of a Lithium Phosphido-Borane
  • 4.2.2.3 Structure of Lithium Zincate
  • 4.2.3 Conclusion
  • 4.3 Solid-State NMR
  • 4.3.1 Basic Principles
  • 4.3.1.1 Homo and Heteronuclear Dipole-Dipole Couplings (D: Dipole-Dipole)
  • 4.3.1.2 Chemical Shift Anisotropy (CSA)
  • 4.3.1.3 Quadrupolar Interactions for Nuclei with I<1/2 (Q)
  • 4.3.1.4 Magic Angle Spinning (MAS)
  • 4.3.1.5 High-Power Heteronuclear Decoupling
  • 4.3.1.6 Cross Polarization
  • Hartmann-Hahn Condition
  • 4.3.2 Solid-State NMR
  • Applications to Organolithium Compounds
  • 4.3.2.1 Structure of Lithium Alkyl and Aryl Complexes Stabilized by Nitrogen Ligands
  • 4.3.2.2 Symmetry and Geometry of Formed Structures: CIP, SSIP, Sandwich
  • 4.3.2.3 Molecular Dynamics
  • 4.3.2.4 Reaction Monitoring
  • 4.3.3 Conclusion and Outlook
  • References
  • Further Reading.

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