Keywords:
Catalysis.
;
Electronic books.
Type of Medium:
Online Resource
Pages:
1 online resource (433 pages)
Edition:
1st ed.
ISBN:
9783527623228
URL:
https://ebookcentral.proquest.com/lib/geomar/detail.action?docID=481754
DDC:
547.5
Language:
English
Note:
Intro -- Palladacycles -- Contents -- List of Contributors -- 1 Introduction -- 1.1 Introduction -- 1.2 Definition -- 1.3 Historical Overview -- 1.4 Classification of Palladacycles (Types) -- 1.5 Final Remarks -- References -- 2 C-H Bond Activation -- 2.1 General Remarks -- 2.2 Activation of Aryl C-H Bonds -- 2.2.1 Donor Group Coordination -- 2.2.2 Metal Precursor -- 2.2.3 Electron Density at the Arene C-H Bond -- 2.3 Pincer Complexes: A Special Case -- 2.4 Transcyclometallation -- 2.5 Activation of Heterocyclic C-H Bonds, Formation of Pd-Carbene Bonds -- 2.6 Activation of sp(3) C-H Bonds -- 2.6.1 Activation of Benzylic C-H Bonds -- 2.6.2 Activation of Aliphatic C-H Bonds -- 2.7 Conclusions and Perspectives -- References -- 3 Oxidative Addition and Transmetallation -- 3.1 Introduction -- 3.2 Oxidative Addition -- 3.3 Transmetallation -- References -- 4 Synthesis via Other Synthetic Solutions -- 4.1 Introduction -- 4.2 Synthesis of Palladacycles via Nucleophile-Palladation Reaction of Olefins or Alkynes Bearing Electron-Donor Heteroatoms -- 4.2.1 Alkoxypalladation Reaction -- 4.2.2 Carbopalladation -- 4.2.3 Chloropalladation -- 4.3 Carbopalladation Reaction via Insertion of Olefins or Alkynes into the Pd-C σ-Bond of Nonpalladacyclic Species -- 4.3.1 Insertion of Olefins or Alkynes Bearing Electron-Donor Atoms -- 4.3.2 Insertion of Olefins, Allenes or Alkynes into a Pd-C σ-Bond of a Fragment Containing Electron-Donor Atoms -- 4.4 Nucleophile Palladation of Olefins or Alkynes Not Bearing Heteroatoms -- 4.4.1 Aminopalladation and Aminoformylpalladation -- 4.5 Conclusion -- References -- 5 The Pd-C Building Block of Palladacycles: A Cornerstone for Stoichiometric C-C and C-X Bond Assemblage -- 5.1 Introduction -- 5.2 Reactions with Carbon Monoxide -- 5.3 Reactions with Alkenes -- 5.4 Reaction with Alkynes -- 5.5 Reaction with Isocyanides.
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5.6 Reaction with Allenes -- 5.7 Reactions with Acyl Halides -- 5.8 Reaction with Halogens -- 5.9 Conclusions -- References -- 6 C-H Activations via Palladacycles -- 6.1 Introduction: C-C Bond Formation via Cyclopalladation Reactions -- 6.2 Stoichiometric C-H Activation Chemistry -- 6.3 Catalytic Chemistry -- 6.3.1 Vinylations -- 6.4 Arylations -- 6.5 Direct C-H C-H Coupling Reactions -- 6.6 Alkylations -- 6.7 Other Reactions -- 6.7.1 Carbonylations -- 6.7.2 C-N Bond Formation -- 6.8 Conclusion -- References -- 7 Cyclopalladated Compounds as Resolving Agents for Racemic Mixtures of Ligands -- 7.1 Introduction -- 7.2 Resolution Methods -- 7.3 Chiral Palladacyclic Auxiliaries -- 7.4 Monodentate Ligands -- 7.4.1 Resolution of Phosphines and Arsines -- 7.4.2 Resolution of Air-Sensitive Ligands -- 7.4.3 Resolution of Atropoisomeric Phosphines -- 7.4.4 Resolution of Halogenophosphines -- 7.4.5 Resolution of Stibines -- 7.4.6 Resolution of Cluttered Chiral Bidentate Ligands -- 7.5 Bidentate Ligands -- 7.5.1 Neutral Ligands -- 7.5.2 Anionic Ligands -- 7.6 Conclusion -- References -- 8 Application of Cyclopalladated Compounds as Catalysts for Heck and Sonogashira Reactions -- 8.1 Heck Reaction -- 8.1.1 Introduction -- 8.1.2 Mechanism -- 8.1.3 Catalysts -- 8.2 Sonogashira Reaction -- 8.2.1 Introduction -- 8.2.2 Mechanism -- 8.2.3 Catalysts -- 8.3 Conclusions -- References -- 9 Palladacyclic Pre-Catalysts for Suzuki Coupling, Buchwald-Hartwig Amination and Related Reactions -- 9.1 Introduction -- 9.2 Phosphorus-Based Palladacycles and Pincer Complexes -- 9.3 Nitrogen-Based Palladacycles -- 9.4 Sulfur-Based Palladacycles -- 9.5 Phosphine and Carbene Adducts of Palladacycles -- 9.6 Palladacyclic Catalysts for Other Cross-Coupling Reactions -- 9.7 Palladacyclic Catalysts for Buchwald-Hartwig Amination -- 9.8 What Are the True Active Catalysts? -- 9.9 Summary.
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References -- 10 Other Uses of Palladacycles in Synthesis -- 10.1 Introduction -- 10.2 Chiral Palladacycles in Aldol and Related Transformations -- 10.3 Catalytic Allylic Rearrangements -- 10.4 Catalytic C-C Bond-Forming Reactions -- 10.5 Oxidations Involving Palladacycles -- 10.6 Conclusion -- References -- 11 Liquid Crystalline Ortho-Palladated Complexes -- 11.1 Introduction -- 11.2 Liquid Crystals -- 11.2.1 Thermotropic Liquid Crystals -- 11.2.2 Nematic Phase -- 11.2.3 Smectic Phases -- 11.2.4 Columnar Mesophases -- 11.2.5 Chiral Mesophases -- 11.3 Mesophase Characterization -- 11.4 Liquid Crystalline Ortho-Palladated Complexes -- 11.4.1 Ortho-Palladated Azobenzene Complexes -- 11.4.2 Ortho-Metallated Azoxybenzene Complexes -- 11.4.3 Ortho-Palladated Benzalazine Complexes -- 11.4.4 Ortho-Metallated Imine Complexes -- 11.4.5 Ortho-Metallated Pyrimidine Complexes -- 11.4.6 Ortho-Metallated Pyridazine Complexes -- 11.4.7 Other Ortho-Metallated Complexes -- References -- 12 Photophysical Properties of Cyclopalladated Compounds -- 12.1 Introduction -- 12.2 The Early Days -- 12.3 Electronic Absorption Spectra of Cyclopalladated Complexes -- 12.4 Luminescence Studies -- 12.4.1 Azobenzene Palladacycles -- 12.4.2 Palladacycles with Other Orthometallating Bidentate Ligands -- 12.4.3 Luminescent Palladacycles with Terdentate Ligands -- 12.5 Conclusions and Prospects -- References -- 13 Cyclopalladated Compounds as Enzyme Prototypes and Anticancer Drugs -- 13.1 Introduction -- 13.2 Cyclopalladated Compounds as Mimetics of Hydrolases -- 13.2.1 Hydrolysis of Activated Esters -- 13.2.2 Enantioselective Hydrolysis of Activated Esters -- 13.2.3 Hydrolysis of Phosphoric Acid Esters -- 13.3 Biologically Relevant Deoxygenation of Dimethyl Sulfoxide by Orthoplatinated Oximes: Oxidoreductase Mimetics -- 13.4 Labeling of Biological Molecules.
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13.5 Inhibitors of Enzymatic Activity -- 13.6 Medical Applications -- References -- 14 Thermomorphic Fluorous Palladacycles -- 14.1 Introduction -- 14.2 Palladacycles Derived from Aromatic Imines and Thioethers -- 14.3 Pincer Palladacycles: PC(sp(2))P -- 14.4 Pincer Palladacycles: PC(sp(3))P -- 14.5 Pincer Palladacycles: SC(sp(2))S -- 14.6 Related Complexes from Other Groups -- 14.7 Catalysis -- 14.8 Summary and Outlook -- References -- 15 Palladacycles on Dendrimers and Star-Shaped Molecules -- 15.1 Introduction -- 15.1.1 Development and Synthesis of Dendrimers -- 15.1.2 Dendrimers in Catalysis -- 15.1.3 Metallodendrimers -- 15.2 Palladium Catalysts on Dendrimers: An Overview -- 15.2.1 Periphery-Bound Palladium Catalysts -- 15.2.1.1 Dendritic Bis-Diphenylphosphino Palladium Complexes -- 15.2.1.2 Other Periphery-Bound Palladium Complexes -- 15.2.1.3 Dendrimers and Star-Shaped Molecules Containing Covalent Pd-C Bonds -- 15.2.2 Dendrimer-Encapsulated Palladium Nanoparticles -- 15.2.3 Miscellaneous -- 15.3 Palladacyclic Pincers on Dendrimers and Star-Shaped Molecules -- 15.3.1 The ECE-Pincer Complex: An Introduction -- 15.3.2 Pincer-Palladium Complexes on Star-Shaped Molecules -- 15.3.3 Non-covalently Bound Dendrimer-Pincer Palladium Complexes: Dendritic Catalysts -- 15.3.4 Non-covalently Bound Dendrimer-Pincer Palladium Complexes: Self-Assembled Dendrimers -- 15.3.5 EC-Half-Pincer Palladium Complexes on Dendrimers -- 15.3.6 Dendrimers Containing Functional Groups in the Vicinity of Palladacycles -- 15.3.7 ECE-Pincer Palladium Complexes on Polymers -- 15.4 Concluding Remarks -- References -- Index.
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