Note: Organophosphorus Chemistry -- Contents -- Chapter 1 Phosphines and Phosphonium Salts -- 1 Phosphines -- Preparation -- From Halogenophosphines and Organometallic Reagents -- From Metallated Phosphines -- By Addition of P-H to Unsaturated Compounds -- By Reduction -- Miscellaneous Methods of Preparation -- Reactions -- Nucleophilic Attack at Carbon -- Nucleophilic Attack at Halogen -- Nucleophilic Attack at Other Atoms -- Miscellaneous Reactions -- 2 Phosphonium Salts -- Preparation -- Reactions -- Alkaline Hydrolysis -- Additions to Unsaturated Phosphonium Salts -- Miscellaneous Reactions -- 3 Phospholes and Phosphorins -- Chapter 2 Quinquecovalent Phosphorus Compounds -- 1 Introduction -- 2 Structure and Bonding -- 3 Phosphoranes containing a P-H Bond -- 4 Acyclic Phosphoranes -- 5 Four-membered-ring Phosphoranes -- 6 Five-membered-ring Phosphoranes -- 7 Hexaco-ordinated Phosphorus Compounds -- Chapter 3 Halogenophosphines and Related Compounds -- 1 Introduction -- 2 Halogenophosphines -- Preparation -- Reactions with Carbonyl Compounds and Related Compounds -- Reactions with Group V Donors -- Reactions with Carbanions, Alkenes, and Aromatic Compounds -- Insertion Reactions of Silylphosphines -- Physical and Structural Aspects -- 3 Halogenophosphoranes -- Structural -- Preparation -- Reactions with Nitrogen Compounds -- Reactions Relevant to Organic Synthesis -- Chapter 4 Phosphine Oxides and Related Compounds -- 1 Introduction -- 2 Preparation of Acyclic Oxides -- 3 Preparation of Cyclic Oxides -- 4 Structural and Physical Aspects -- 5 Reactions at Phosphorus -- 6 Reactions of the Side-Chain -- 7 Phosphine Oxide Donor-Acceptor Complexes, and Extractants -- Chapter 5 Tervalent Phosphorus Acids -- 1 Introduction -- 2 Phosphorous Acid and its Derivatives -- Nucleophilic Reactions -- Attack on Saturated Carbon -- Attack on Unsaturated Carbon. , Attack on Nitrogen -- Attack on Oxygen -- Attack on Halogen -- Electrophilic Reactions -- Cyclic Esters of Phosphorous Acid -- Miscellaneous Reactions -- 3 Phosphonous and Phosphinous Acids and their Derivatives -- Chapter 6 Quinquevalent Phosphorus Acids -- 1 Synthetic Methods -- General -- Phosphoric Acid and its Derivatives -- Phosphonic and Phosphinic Acids and their Derivatives -- 2 Reactions -- General -- Phosphoric Acid and its Derivatives -- Phosphonic and Phosphinic Acids and their Derivatives -- Chapter 7 Phosphates and Phosphonates of Biochemical Interest -- 1 Introduction -- 2 Coenzymes and Cofactors -- 3 Sugar Phosphates -- 4 Phospholipids -- 5 Phosphonates -- 6 Enzyme Mechanisms -- 7 Phosphorylated Proteins -- 8 Other Compounds of Biochemical Interest -- Chapter 8 Cyclophosphamide and its Congeners -- 1 Introduction -- 2 The Rationale for the Synthesis of Cyclophosphamide -- 3 The Current Status of Knowledge of the Metabolism of Cyclophosphamide -- 4 The Synthesis of Analogues of Cyclophosphamide and their Metabolites -- 5 Biological Properties of Newly Synthesized Analogues of Cyclophosphamide -- 6 Concluding Remarks -- Chapter 9 Nucleotides and Nucleic Acids -- 1 Introduction -- 2 Mononucleotides -- Chemical Synthesis -- Cyclic Nucleotides -- Affinity Chromatography -- 3 Nucleoside Polyphosphates -- Chemical Synthesis -- Affinity Labelling -- 4 Oligo- and Poly-nucleotides -- Chemical Synthesis -- Enzymatic Synthesis -- Sequencing -- Other Studies -- 5 Analytical Techniques and Physical Methods -- Chapter 10 Ylides and Related Compounds -- 1 Methylenephosphoranes -- Preparation and Structure -- Reactions -- Aldehydes -- Ketones -- Miscellaneous -- 2 Reactions of Phosphonate Anions -- 3 Selected Applications in Synthesis -- Pheromones -- Prostaglandins -- Carbohydrates -- Carotenoids and Related Compounds -- β-Lactam Antibiotics. , Non-benzenoid Aromatic Compounds -- Miscellaneous Applications -- Chapter 11 Physical Methods -- 1 Nuclear Magnetic Resonance Spectroscopy -- Biological Applications and Instrumental Techniques -- Chemical Shifts and Shielding Effects -- Phosphorus-31 -- δP of n2 compounds -- δP of n3 compounds -- δP of n4 compounds -- δP of n6 compounds -- Carbon-13 -- Nitrogen-15 -- Chlorine-35 -- Studies of Equilibria, Shift Reagents, and Liquid Crystals -- Variable-temperature Studies -- Pseudorotation -- Restricted Rotation -- Studies of Configuration -- Spin-Spin Coupling -- J(PP) and J(PM) -- J(PC) -- J(PH) -- J(PCnH) and J(PXCnH) -- Studies of Relaxation, CIDNP, and N.Q.R. -- 2 Electron Spin Resonance Spectroscopy -- 3 Vibrational and Rotational Spectroscopy -- Band Assignments and Absorptivity -- Bonding -- Stereochemistry -- Rotational Data -- 4 Electronic Spectroscopy -- Absorption Spectroscopy -- Photoelectron Spectroscopy -- X-Ray Fluorescence Spectroscopy -- 5 Diffraction -- X-Ray Diffraction -- Electron Diffraction -- 6 Dipole Moments and the Kerr Effect -- 7 Mass Spectrometry -- 8 pKa and Thermochemical and Kinetic Studies -- 9 Chromatography -- Gas-Liquid Chromatography -- Thin-layer Chromatography and Paper Chromatography -- High-performance Liquid Chromatography -- Column Chromatography -- Author Index.

Note: Organophosphorus Chemistry -- Contents -- Chapter 1 Phosphines and Phosphonium Salts -- 1 Phosphines -- Preparation -- From Halogenophosphines and Organometallic Reagents -- From Metallated Phosphines -- By Addition of P-H to Unsaturated Compounds -- By Reduction -- Miscellaneous Methods -- Reactions -- Nucleophilic Attack at Carbon -- Nucleophilic Attack at Halogen -- Nucleophilic Attack at Other Atoms -- Miscellaneous Reactions -- 2 Phosphonium Salts -- Preparation -- Reactions -- Alkaline Hydrolysis -- Additions to Unsaturated Phosphonium Salts -- Miscellaneous Reactions -- 3 pπ-Bonded Phosphorus Compounds -- 4 Phospholes and Phosphorins -- Chapter 2 Quinquecovalent Phosphorus Compounds -- 1 Introduction -- 2 Structure, Bonding, and Reorganization of Ligands -- 3 Phosphoranes that contain a P-H Bond -- 4 Acyclic Phosphoranes -- 5 Four-membered-ring Phosphoranes -- 6 Five-membered-ring Phosphoranes -- 7 Six- and Seven-membered-ring Phosphoranes -- 8 Hexaco-ordinated Phosphorus Compounds -- Chapter 3 Halogenophosphines and Related Compounds -- 1 Introduction -- 2 Halogenophosphines -- Preparation -- Physical and Structural Aspects -- Reactions that lead to pπ Bonds to Phosphorus -- Reactions with Alkenes or Dienes -- Reactions with Carbanions -- Reactions with Carbonyl Compounds -- Reactions with Oxygen Nucleophiles -- Reactions with Phosphorus Nucleophiles -- Miscellaneous Reactions -- 3 Silylphosphines -- 4 Halogenophosphoranes -- Preparation -- Physical and Structural Aspects -- Reactions -- Chapter 4 Phosphine Oxides and Related Compounds -- 1 Introduction -- 2 Preparation of Acyclic Oxides -- 3 Preparation of Cyclic Oxides -- 4 Structural and Physical Aspects -- 5 Reactions at Phosphorus -- 6 Reactions of the Side-Chain -- 7 Phosphine Oxide Complexes and Extractants -- Chapter 5 Tervalent Phosphorus Acids -- 1 Introduction. , 2 Phosphorous Acid and its Derivatives -- Nucleophilic Reactions -- Attack on Saturated Carbon -- Attack on Unsaturated Carbon -- Attack on Oxygen -- Attack on Halogen -- Electrophilic Reactions -- Reactions involving Two- co-ordinate Phosphorus -- Cyclic Esters of Phosphorous Acid -- Miscellaneous Reactions -- 3 Phosphonous and Phosphinous Acids and their Derivatives -- Chapter 6 Quinquevalent Phosphorus Acids -- 1 Synthesis -- General -- Phosphoric Acid and its Derivatives -- Phosphonic and Phosphinic Acids and their Derivatives -- 2 Reactions -- General -- Phosphoric Acid and its Derivatives -- Phosphonic and Phosphinic Acids and their Derivatives -- Chapter 7 Phosphates and Phosphonates of Biochemical Interest -- 1 Introduction -- 2 Coenzymes and Cofactors -- 3 Sugar Phosphates -- 4 Phospholipids -- 5 Phosphonates -- 6 Enzyme Mechanisms -- 7 Other Compounds of Biochemical Interest -- Chapter 8 Nucleotides and Nucleic Acids -- 1 Introduction -- 2 Mononucleotides -- Chemical Synthesis -- Cyclic Nucleotides -- Affinity Chromatography -- 3 Nucleoside Polyphosphates -- Chemical Synthesis -- Affinity Labelling -- 4 Oligo- and Poly-nucleotides -- Chemical Synthesis -- Enzymatic Synthesis -- Sequencing -- Other Studies -- 5 Analytical Techniques and Physical Methods -- Chapter 9 Ylides and Related Compounds -- 1 Introduction -- 2 Methylenephosphoranes -- Preparation and Structure -- Reactions -- Aldehydes -- Ketones -- Miscellaneous -- 3 Reactions of Phosphonate Anions -- 4 Selected Applications in Synthesis -- Carbohydrates -- Carotenoids and Related Compounds -- β-Lactam Antibiotics -- Leucotrienes and Related Compounds -- Pheromones -- Prostaglandins -- Miscellaneous Applications -- Chapter 10 Mass Spectrometry of Organophosphorus Compounds -- 1 Introduction -- 2 Techniques -- Chemical Ionization and 'In-Beam' Evaporation Techniques. , Negative-ion Chemical Ionization -- Field Desorption and lonization by Energetic Particles -- Identification of Metastable Ions -- Liquid Chromatography -- 3 Natural Products -- Nucleotides -- Phospholipids -- Miscellaneous Natural Phosphates -- 4 Synthetic Compounds -- Organophosphorus Ester Pesticides -- Phosphates -- Phosphonates -- Phosphites -- Phosphinates -- Phosphines -- Phosphonium Salts -- Phosphazenes -- Miscellaneous -- Chapter 11 Physical Methods -- 1 Nuclear Magnetic Resonance Spectroscopy -- Biological, Analytical, and Instrumental Aspects -- Chemical Shifts and Shielding Effects -- Phosphorus-31 -- δp of n1 compounds -- δp of n2 compounds -- δp of n3 compounds -- δp of n4 compounds -- δp of n5 compounds -- Hydrogen-1, -2, and -3 -- Carbon-13 -- Oxygen-17 -- Fluorine-19 -- Studies of Equilibria, Hydrogen-Bonding, and Shift Reagents -- Variable-Temperature Studies: Inversion -- Restricted Rotation and Conformation -- Pseudorotation -- Spin-Spin Couplings -- J(PM) and J(PP) -- J(PF) -- J(PN) -- J(PC) -- 1J(PD) -- 2J(PCH) -- J(PCCnH) and J(POCnH) -- Relaxation, CIDNP, and N.Q.R. -- Relaxation -- CIDNP -- N.Q.R. -- 2 Electron Spin Resonance Spectroscopy -- 3 Vibrational and Rotational Spectroscopy -- Band Assignments and Absorptivity -- Bonding -- Stereochemistry -- Rotational Data -- 4 Electronic Spectroscopy -- Absorption Spectroscopy -- Photoelectron Spectroscopy -- Optical Rotation -- 5 Diffraction -- X-Ray Diffraction -- Electron Diffraction -- 6 Dipole Moments and Kerr Effects -- 7 Values of pKa and Thermochemical and Kinetic Studies -- 8 Chromatography and Surface Properties -- Gas-Liquid Chromatography -- Thin-Layer, Paper, and Gel Chromatographies -- High-Performance Liquid Chromatography -- Column Chromatography -- Surface Properties -- Author Index.

Note: Organophosphorus Chemistry -- Contents -- Chapter 1 Phosphines and Phosphonium Salts -- 1 Phosphines -- Preparation -- From Halogenophosphines and Organometallic Reagents -- From Metallated Phosphines -- By Addition of P-H to Unsaturated Compounds -- By Reduction -- Miscellaneous Methods -- Reactions -- Nucleophilic Attack at Carbon -- Nucleophilic Attack at Halogen -- Nucleophilic Attack at Other Atoms -- Miscellaneous -- 2 Phosphonium Salts -- Preparation -- Reactions -- Alkaline Hydrolysis -- Additions to Unsaturated Phosphonium Salts -- Miscellaneous -- 3 Phospholes and Phosphorins -- Chapter 2 Quinquecovalent Phosphorus Compounds -- 1 Introduction -- 2 Structure and Bonding -- 3 Hydroxyphosphoranes -- 4 PH-Phosphoranes -- 5 Acyclic Phosphoranes -- 6 Four-membered Phosphoranes -- 7 Five-membered Phosphoranes -- 8 Six-membered Phosphoranes -- 9 Six-co-ordinate Species -- Chapter 3 Halogenophosphines and Related Compounds -- 1 Introduction -- 2 Halogenophosphines -- Preparation -- Physical and Structural Properties -- Reactions with Alkenes or Alkynes -- Reactions with Amines and Derivatives -- Reactions with Carbonyl Compounds -- Reactions with Acetals and Alcohols -- Reactions with Phosphorus(III) Compounds -- Miscellaneous Reactions -- 3 Silylphosphines -- 4 Halogenophosphoranes -- Preparation -- Physical and Structural Aspects -- Reactions -- Reactions that are Relevant to Organic Synthesis -- Chapter 4 Phosphine Oxides and Related Compounds -- 1 Introduction -- 2 Preparation of Simple Oxides -- 3 Preparations and Reactions Related to Alkene Synthesis -- 4 Reactions and Properties involving the P=O Group -- 5 Reactions of the Side-chain -- 6 Chemistry of Cyclic Phosphine Oxides -- 7 Miscellaneous Structural and Physical Aspects -- Chapter 5 Tervalent Phosphorus Acids -- 1 Phosphorous Acid and its Derivatives -- Nucleophilic Reactions. , Attack on Saturated Carbon -- Attack on Unsaturated Carbon -- Attack on Nitrogen -- Attack on Oxygen -- Attack on Halogen -- Electrophilic Reactions -- Cyclic Esters of Phosphorous Acid -- Miscellaneous Reactions -- 2 Phosphonous and Phosphinous Acids and their Derivatives -- Chapter 6 Quinquevalent Phosphorus Acids -- 1 Synthetic Methods -- General -- Phosphoric Acid and its Derivatives -- Phosphonic and Phosphinic Acids and their Derivatives -- 2 Reactions -- General -- Phosphoric Acid and its Derivatives -- Phosphonic and Phosphinic Acids and their Derivatives -- Chapter 7 Phosphates and Phosphonates of Biochemical Interest -- 1 lntroduction -- 2 Coenzymes and Cofactors -- Nicotinamide Coenzymes -- Phosphoenolpyruvate -- Pyridoxal Phosphate -- Other Coenzymes -- 3 Sugar Derivatives -- 4 Phospholipids -- 5 Phosphonates -- 6 Enzymology -- Enzyme Mechanisms -- Phosphoproteins -- 7 Other Compounds of Biochemical Interest -- Chapter 8 Phosphoryl Transfer from Phosphomonoesters and Adenosine 5′-Triphosphate -- 1 Types of Phosphoryl Transfer -- 2 Phosphoryl Transfer from Aryl Dihydrogen Phosphates -- 3 Does PO3- Add to Non-enolized Ketones in Solution? -- 4 Mechanims of Non-enzymatic Phosphoryl Transfer from ATP -- 5 Enzymatic Hydrolysis of ATP : Actomyosin MgATPase in Muscle Contraction -- Chapter 9 Nucleotides and Nucleic Acids -- 1 Introduction -- 2 Mononucleotides -- Chemical Synthesis -- Cyclic Nucleotides -- Affinity Chromatography -- 3 Nucleoside Polyphosphates -- Chemical Synthesis -- Affinity Labelling -- 4 Oligo- and Poly-nucleotides -- Chemical Synthesis -- Enzymatic Synthesis -- Sequencing -- Other Studies -- 5 Analytical Techniques and Physical Methods -- Chapter 10 Ylides and Related Compounds -- 1 Methylenephosphoranes -- Preparation and Structure -- Reactions -- Aldehydes -- Ketones -- Miscellaneous -- 2 Reactions of Phosphonate Anions. , 3 Selected Applications in Synthesis -- Pheromones -- Prostaglandins -- Carbohydrates -- Carotenoids -- Non-benzenoid Aromatic Compounds -- Miscellaneous -- Chapter 11 Physical Methods -- 1 Nuclear Magnetic Resonance Spectroscopy -- Biological and Analytical Applications -- Chemical Shifts and Shielding Effects -- Phosphorus-31 -- δP of PII compounds -- δp of PIII and PIV compounds -- δp of PV and PVI compounds -- Carbon-13 -- Hydrogen-1 -- Equilibria, Shift Reagents, and Liquids Crystals -- Variable-temperature Studies -- Pseudorotation and Restricted Rotation -- Other Studies -- Configuration -- Spin-Spin Coupling -- JPP and JPM -- JPF and JPN -- JPC -- JPH -- JPCnH -- Relaxation and N.Q.R. Studies -- 2 Electron Spin Resonance Spectroscopy -- 3 Vibrational and Rotational Spectroscopy -- Band Assignments -- Stereochemistry -- Bonding -- Microwave Spectra -- 4 Electronic Spectroscopy -- Absorption -- Photoelectron -- 5 Diffraction -- X-Ray -- Electron and Neutron -- 6 Dipole Moments, Kerr Effect, and Polarography -- Dipole Moments and Kerr Effect -- Polarographic Studies -- 7 Mass Spectrometry -- 8 pKa, Thermochemical, and Kinetic Studies -- 9 Chromatography -- G.l.c. -- T.l.c. -- H.p.l.c. -- Column and Gel Chromatography -- Author Index.