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kalsi p organic reactions mechanisms 2010

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Textbook in PDF format Preface to the Third Edition Preface to the First Edition Contents Structure and Bonding in Organic Compounds Electronegativity - Dipole Moment Inductive and Field Effects Hydrogen Bond Other Weaker Bonds Bond Dissociation Energy The Hammet Equation - Linear Free Energy Relationship Taft Equation Steric Effects, Strains and Bredt Rule Problems Answers to the Problems ,-Butadiene a Typical Conjugated System Resonance Aromaticity The Terms Aromatic, Antiaromatic and Nonaromatic Annulenes The Frost Circle - Molecular Orbital Description of Aromaticity and Antiaromaticity Aromatic and Antiaromatic Ions Other Non - Benzenoid Aromatic Compounds Heterocyclic Aromatic Compounds Metallocenes and Related Compounds Fused Benzenoids and Fullerenes Homoromatic Compounds Hyperconjegation Tautomerism Problems Answers to the Problems The Bronsted - Lowry concepts of Acids and Bases The Lewis Definition of Acids and Bases The Relation Between Structure and Acidity Relation Between Structure and Basicity Synthetic Applications of Lithium Diisopropylamide (LDA) Acid-Base Reactions The Effects of the Solvent on Acid and Base Strength Hard And Soft Acids and Bases Answer to the Problems Mechanistic Classification Nucleophiles and Electrophiles Equilibria and free Energy Free Energy Change in Relation to Bond Strengths and Degree of Order in a System Reaction Rates Transition State Theory - Measurement of Activation Energy Reaction Profile Diagrams The Rate Determining Step Thermodynamic and Kinetic Control Applications of Kinetic Principles The Curtin - Hammett Principle - Importance of Transition State Microscopic Reversibility Methods of Determining Mechanisms Reactive Intermediates Problems Answers to the Problems Introduction Synchronous Substitution - SN Process Substitution By Ionization _ SN Mechanism SN Versus SN Reactions Other Aliphatic Substitutions Pathways The Role of Ion Pairs Neighbouring Group Participation and Nonclassical Carbocations Problems Answers to the Problems Base Catalysed Reactions (Formation of Carbon - Carbon Bonds) Stork Enamine Reactions (Formation of Carbon - Carbon Bonds) - Reaction of an Enamine with Reactive Electrophiles Acid Catalysed Reactions (Formation of Carbon - Carbon Bonds) Reactions of Carboxylic Acids and Their Derivatives Hydrolysis of Amides Problems Answers to the Problems Organotransition Metal Reagents Some Transition Metal Organometallic Reactions Phosphorus Containing Reagents Organosulphur Compounds: Sulphur Ylides Silicon Reagents Boron Containing Reagents Organometallic Reagents Problems Answer to the Problems General View - The Arenium Ion - The Arenium Ion Mechanism - SE Reaction Electrophilic Sustitution on Monosubstituted Benzenes - Orientation and Reactivity Electrophilis Substituion in Naphthalene and Larger Polycyclic Aromatic Hydroarbons Attack of the Electophile at a Carbon Already Bearing a Substituent (IpsomPosition) - Ipso Substitution Aromatic Rearrangements Some Name Reactions Electrophilic Substitution on Heteroaromatic Compounds Diazonium Coupling Problems Answers to the Problems The SNAr Mechanism - The Addition - Elimination Mechanism - The General Nucleophilic Aromatic lpso Substitution The SN Mechanism in Nucleophilic Aromatic Substitution - The Aryl Cation Mechanism - Diazonium Salts Nucleophilic Aromatic Substitution By Elimination - Addition - The Benzyne Mechanism Benzyne - A Strained Cycloalkyne Nucleophilic Sustitution to Arenechromium Carbonyl Complexes Answers to the Problems Absorption of Electromagnetic Radiation - Quantum Yields The Fate of the Molecule in S and T States (Jablonski Diagram) Energy Transfer and Photosensitization Forbidden Transitions - Intersystem Crossing Photochemical Reactions Problems Answers to the Problems Addition of Electrophiles to a Multiple Bond Nucleophilic Additions to Alkenes and Alynes Addition of Carbenes Nucleophilic Additions to Carbonyl Compounds (Aldehydes and Detones) Nucleophilic Additions to the Carbonyl Carbon of a Carboxylic Acid Derivative Nucleophilic Attack on Carbon - Nitrogen Triple Bond Answer to the Problems Chapter - Elimination Reactions The Bimolecular Mechanism for Elimination - E Process The Unimolecular Mechanism for Elimination - E Process Pyrolytic Syn Elimination -Ei- Elimination Internal Problems Answer to the Problems Oxidation of Alcohols to Aldehydes, Ketones or Carboxylic Acids Allylic Oxidation of Alkenes Oxidation of Saturated C-H Groups Addition of Oxygen at Carbon -Carbon Double Bonds Ozonolysis cleavage of Glycols and Related Compounds Oxidation of Alkenes to Aldehydes and Ketones Catalysed with Palladium and Oxidation of Alkylboranes Oxidation of Ketones Oxidative Decarboxylation of Acids Aromatic Rings of Phenols - Coupling Photooxidation of Alkenes Problems Answer to the Problems Chapter - Catalytic Reduction - Reduction with Diimide and Hydroboration Reduction by Dissolving Metals - Metals and Ammonia Addition of Hydrogen and Reductive Coupling of Carbonyl Compounds - Dissolving Metal Reductions Reductive Removal of Functionsl Groups and Reductive Fission - Hydrogenolysis Reductive Deoxygenation of Carbonyl Groups Reduction by Hydride Transfer Reagents Stereoselectivity of reduction with Small Hydride Donors Stereoselectivity of Reduction with Hindered Hydride Donors - Selectride Chiral Boranes - Enantioselective Reduction of Carbonyl Compounds Meerwein - ponndorf Reduction - The Hydride Transfer Reaction Reduction of Aldehydes and Ketones with An Adjacent Stereocenter (Asymmetric Induction) Reduction of Epoxides Reductions with Enzymes - Bakers Yeast Less Reactive Modified Borohydrides - Sodium Cyanoborohydrice and Sodium Triacetoxyborohydride Answers to the Problems Chapter - Molecular Rearrangements Rearrangements to Electron Deficient Carbon Rearrangements to Electron Deficient Nitrogen Rearrangements to Electron Deficient Oxygen Rearrangement to Electron Rich Carbon Aromatic Rearrangements Problems Answer to the Problems Preparation Properties of Free Radicals Aromatic Nucleophilic Substitution - SRN Substitution Homolytic Aromatic Substitution Some Name Reactions The Coupling of Alkynes Reactions Involving Electron Transfer Steps Molecular Rearrangements Some Further Substitution and Other Reactions Problems Answer to the Problems Chapter - Pericyclic Reactions Methods to Explain Pericyclic Reactions Electrocyclic Reactions (FMO-Approach) Cycloadditions (FMO-Approach) 1,3- Dipolar Cycloadditions Cheletropic Reactions Sigmatropic Rearrangements The Ene Reaction Aromatic Transition States Modius - Huckel Analysis (PMo) Approach Correlation Diagram Method Problems Answer to the Problems Referernces and Further Reading Index

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