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1.

図書
図書
1. Structure and mechanisms. 2nd ed (pbk)
Francis A. Carey and Richard J. Sundberg
出版情報: New York : Plenum Press, c1984  xviii, 726 p. ; 27 cm
シリーズ名: Advanced organic chemistry / Francis A. Carey and Richard J. Sundberg ; pt. A
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2.

図書
図書
2. Student solutions manual to accompany organic chemistry. 9th ed
Neil T. Allison ...[et al.]
出版情報: New York : McGraw-Hill, c2014  vi, 857 p. ; 28 cm
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3.

図書
図書
3. Structure and mechanisms. 4th ed (: hard ; : pbk)
Francis A. Carey and Richard J. Sundberg
出版情報: New York : Kluwer Academic/Plenum Publishers, c2000  xii, 823 p. ; 26 cm
シリーズ名: Advanced organic chemistry / Francis A. Carey and Richard J. Sundberg ; pt. A
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目次情報: 続きを見る
Chemical Bonding and Structure / Chapter 1.：
Valence Bond Description of Chemical Bonding / 1.1.：
Orbital Hybridization / 1.1.1.：
Resonance / 1.1.2.：
Bond Energy, Polarity, and Polarizability / 1.2.：
Bond Energies / 1.2.1.：
Electronegativity and Polarity / 1.2.2.：
Polarizability--Hardness and Softness / 1.2.3.：
Molecular Orbital Theory and Methods / 1.3.：
Huckel Molecular Orbital Theory / 1.4.：
Qualitative Application of Molecular Orbital Theory / 1.5.：
Application of Molecular Orbital Theory to Reactivity / 1.6.：
Interactions between [sigma] and [pi] Systems--Hyperconjugation / 1.7.：
Other Quantitative Descriptions of Molecular Structure / 1.8.：
Atoms in Molecules / 1.8.1.：
Electron Density Functionals / 1.8.2.：
Modern Valence Bond Approaches / 1.8.3.：
General References
Problems
Principles of Stereochemistry / Chapter 2.：
Enantiomeric Relationships / 2.1.：
Diastereomeric Relationships / 2.2.：
Stereochemistry of Reactions / 2.3.：
Prochiral Relationships / 2.4.：
Conformational, Steric, and Stereoelectronic Effects / Chapter 3.：
Strain and Molecular Mechanics / 3.1.：
Conformations of Acyclic Molecules / 3.2.：
Conformations of Cyclohexane Derivatives / 3.3.：
Carbocyclic Rings Other Than Six-Membered / 3.4.：
The Effect of Heteroatoms on Conformational Equilibria / 3.5.：
The Anomeric Effect / 3.6.：
Conformational Effects on Reactivity / 3.7.：
Angle Strain and Its Effect on Reactivity / 3.8.：
Relationships between Ring Size and Rate of Cyclization / 3.9.：
Torsional and Stereoelectronic Effects on Reactivity / 3.10.：
Study and Description of Organic Reaction Mechanismns / Chapter 4.：
Thermodynamic Data / 4.1.：
Kinetic Data / 4.2.：
Substituent Effects and Linear Free-Energy Relationships / 4.3.：
Basic Mechanistic Concepts: Kinetic versus Thermodynamic Control, Hammond's Postulate, the Curtin-Hammett Principle / 4.4.：
Kinetic versus Thermodynamic Control / 4.4.1.：
Hammond's Postulate / 4.4.2.：
The Curtin-Hammett Principle / 4.4.3.：
Isotope Effects / 4.5.：
Isotopes in Labeling Experiments / 4.6.：
Characterization of Reaction Intermediates / 4.7.：
Catalysis by Bronsted Acids and Bases / 4.8.：
Lewis Acid Catalysis / 4.9.：
Solvent Effects / 4.10.：
Substituent Effects in the Gas Phase / 4.11.：
Stereochemistry / 4.12.：
Conclusion / 4.13.：
Nucleophilic Substitution / Chapter 5.：
The Limiting Cases--Substitution by the Ionization (S[subscript N]1) Mechanism / 5.1.：
The Limiting Cases--Substitution by the Direct Displacement (S[subscript N]2) Mechanism / 5.2.：
Detailed Mechanistic Description and Borderline Mechanisms / 5.3.：
Carbocations / 5.4.：
Nucleophilicity and Solvent Effects / 5.5.：
Leaving-Group Effects / 5.6.：
Steric and Strain Effects on Substitution and Ionization Rates / 5.7.：
Effects of Conjugation on Reactivity / 5.8.：
Stereochemistry of Nucleophilic Substitution / 5.9.：
Neighboring-Group Participation / 5.10.：
Mechanism of Rearrangements of Carbocations / 5.11.：
The Norbornyl Cation and Other Nonclassical Carbocations / 5.12.：
Polar Addition and Elimination Reactions / Chapter 6.：
Addition of Hydrogen Halides to Alkenes / 6.1.：
Acid-Catalyzed Hydration and Related Addition Reactions / 6.2.：
Addition of Halogens / 6.3.：
Electrophilic Additions Involving Metal Ions / 6.4.：
Additions to Alkynes and Allenes / 6.5.：
The E2, E1, and E1cb Mechanisms / 6.6.：
Regiochemistry of Elimination Reactions / 6.7.：
Stereochemistry of E2 Elimination Reactions / 6.8.：
Dehydration of Alcohols / 6.9.：
Eliminations Not Involving C--H Bonds / 6.10.：
Carbanions and Other Nucleophilic Carbon Species / Chapter 7.：
Acidity of Hydrocarbons / 7.1.：
Carbanions Stabilized by Functional Groups / 7.2.：
Enols and Enamines / 7.3.：
Carbanions as Nucleophiles in S[subscript N]2 Reactions / 7.4.：
Reactions of Carbonyl Compounds / Chapter 8.：
Hydration and Addition of Alcohols to Aldehydes and Ketones / 8.1.：
Addition-Elimination Reactions of Ketones and Aldehydes / 8.2.：
Addition of Carbon Nucleophiles to Carbonyl Groups / 8.3.：
Reactivity of Carbonyl Compounds toward Addition / 8.4.：
Ester Hydrolysis / 8.5.：
Aminolysis of Esters / 8.6.：
Amide Hydrolysis / 8.7.：
Acylation of Nucleophilic Oxygen and nitrogen Groups / 8.8.：
Intramolecular Catalysis / 8.9.：
Aromaticity / Chapter 9.：
The Concept of Aromaticity / 9.1.：
The Annulenes / 9.2.：
Aromaticity in Charged Rings / 9.3.：
Homoaromaticity / 9.4.：
Fused-Ring Systems / 9.5.：
Heterocyclic Rings / 9.6.：
Aromatic Substitution / Chapter 10.：
Electrophilic Aromatic Substitution Reactions / 10.1.：
Structure-Reactivity Relationships / 10.2.：
Reactivity of Polycyclic and Heteroaromatic Compounds / 10.3.：
Specific Substitution Mechanisms / 10.4.：
Nitration / 10.4.1.：
Halogenation / 10.4.2.：
Protonation and Hydrogen Exchange / 10.4.3.：
Friedel-Crafts Alkylation and Related Reactions / 10.4.4.：
Friedel-Crafts Acylation and Related Reactions / 10.4.5.：
Coupling with Diazonium Compounds / 10.4.6.：
Substitution of Groups Other Than Hydrogen / 10.4.7.：
Nucleophilic Aromatic Substitution by the Addition-Elimination Mechanism / 10.5.：
Nucleophilic Aromatic Substitution by the Elimination-Addition Mechanism / 10.6.：
Concerted Pericyclic Reactions / Chapter 11.：
Electrocyclic Reactions / 11.1.：
Sigmatropic Rearrangements / 11.2.：
Cycloaddition Reactions / 11.3.：
Free-Radical Reactions / Chapter 12.：
Generation and Characterization of Free Radicals / 12.1.：
Background / 12.1.1.：
Stable and Persistent Free Radicals / 12.1.2.：
Direct Detection of Radical Intermediates / 12.1.3.：
Sources of Free Radicals / 12.1.4.：
Structural and Stereochemical Properties of Radical Intermediates / 12.1.5.：
Charged Radical Species / 12.1.6.：
Characteristics of Reaction Mechanisms Involving Radical Intermediates / 12.2.：
Kinetic Characteristics of Chain Reactions / 12.2.1.：
Free-Radical Substitution Reactions / 12.2.2.：
Oxidation / 12.3.1.：
Free-Radical Addition Reactions / 12.4.：
Addition of Hydrogen Halides / 12.4.1.：
Addition of Halomethanes / 12.4.2.：
Addition of Other Carbon Radicals / 12.4.3.：
Addition of Thiols and Thiocarboxylic Acids / 12.4.4.：
Halogen, Sulfur, and Selenium Group Transfer Reactions / 12.5.：
Intramolecular Free-Radical Reactions / 12.6.：
Rearrangement and Fragmentation Reactions of Free Radicals / 12.7.：
Rearrangement Reactions / 12.7.1.：
Fragmentation / 12.7.2.：
Electron-Transfer Reactions Involving Transition-Metal Ions / 12.8.：
S[subscript RN]1 Substitution Processes / 12.9.：
Photochemistry / Chapter 13.：
General Principles / 13.1.：
Orbital Symmetry Considerations Related to Photochemical Reactions / 13.2.：
Photochemistry of Carbonyl Compounds / 13.3.：
Photochemistry of Alkenes and Dienes / 13.4.：
Photochemistry of Aromatic Compounds / 13.5.：
References to Problems
Index
Chemical Bonding and Structure / Chapter 1.：
Valence Bond Description of Chemical Bonding / 1.1.：
Orbital Hybridization / 1.1.1.：
4.

図書
図書
4. Reactions and synthesis. 4th ed (: hard ; : pbk)
Francis A. Carey and Richard J. Sundberg
出版情報: New York : Kluwer Academic/Plenum Publishers, c2001  xii, 965 p. ; 26 cm
シリーズ名: Advanced organic chemistry / Francis A. Carey and Richard J. Sundberg ; pt. B
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目次情報: 続きを見る
Alkylation of Nucleophilic Carbon Intermediates / Chapter 1.：
Generation of Carbanions by Deprotonation / 1.1.：
Regioselectivity and Stereoselectivity in Enolate Formation / 1.2.：
Other Means of Generating Enolates / 1.3.：
Alkylation of Enolates / 1.4.：
Generation and Alkylation of Dianions / 1.5.：
Medium Effects in the Alkylation of Enolates / 1.6.：
Oxygen versus Carbon as the Site of Alkylation / 1.7.：
Alkylation of Aldehydes, Esters, Amides, and Nitriles / 1.8.：
The Nitrogen Analogs of Enols and Enolates--Enamines and Imine Anions / 1.9.：
Alkylation of Carbon Nucleophiles by Conjugate Addition / 1.10.：
General References
Problems
Reaction of Carbon Nucleophiles with Carbonyl Groups / Chapter 2.：
Aldol Addition and Condensation Reactions / 2.1.：
The General Mechanism / 2.1.1.：
Mixed Aldol Condensations with Aromatic Aldehydes / 2.1.2.：
Control of Regiochemistry and Stereochemistry of Mixed Aldol Reactions of Aliphatic Aldehydes and Ketones / 2.1.3.：
Intramolecular Aldol Reactions and the Robinson Annulation / 2.1.4.：
Addition Reactions of Imines and Iminium Ions / 2.2.：
The Mannich Reaction / 2.2.1.：
Amine-Catalyzed Condensation Reactions / 2.2.2.：
Acylation of Carbanions / 2.3.：
The Wittig and Related Reactions of Phosphorus-Stabilized Carbon Nucleophiles / 2.4.：
Reactions of Carbonyl Compounds with [alpha]-Trimethylsilylcarbanions / 2.5.：
Sulfur Ylides and Related Nucleophiles / 2.6.：
Nucleophilic Addition--Cyclization / 2.7.：
Functional Group Interconversion by Nucleophilic Substitution / Chapter 3.：
Conversion of Alcohols to Alkylating Agents / 3.1.：
Sulfonate Esters / 3.1.1.：
Halides / 3.1.2.：
Introduction of Functional Groups by Nucleophilic Substitution at Saturated Carbon / 3.2.：
General Solvent Effects / 3.2.1.：
Nitriles / 3.2.2.：
Azides / 3.2.3.：
Oxygen Nucleophiles / 3.2.4.：
Nitrogen Nucleophiles / 3.2.5.：
Sulfur Nucleophiles / 3.2.6.：
Phosphorus Nucleophiles / 3.2.7.：
Summary of Nucleophilic Substitution at Saturated Carbon / 3.2.8.：
Nucleophilic Cleavage of Carbon-Oxygen Bonds in Ethers and Esters / 3.3.：
Interconversion of Carboxylic Acid Derivatives / 3.4.：
Preparation of Reactive Reagents for Acylation / 3.4.1.：
Preparation of Esters / 3.4.2.：
Preparation of Amides / 3.4.3.：
Electrophilic Additions to Carbon--Carbon Multiple Bonds / Chapter 4.：
Addition of Hydrogen Halides / 4.1.：
Hydration and Other Acid-Catalyzed Additions of Oxygen Nucleophiles / 4.2.：
Oxymercuration / 4.3.：
Addition of Halogens to Alkenes / 4.4.：
Electrophilic Sulfur and Selenium Reagents / 4.5.：
Addition of Other Electrophilic Reagents / 4.6.：
Electrophilic Substitution Alpha to Carbonyl Groups / 4.7.：
Additions to Allenes and Alkynes / 4.8.：
Addition at Double Bonds via Organoborane Intermediates / 4.9.：
Hydroboration / 4.9.1.：
Reactions of Organoboranes / 4.9.2.：
Enantioselective Hydroboration / 4.9.3.：
Hydroboration of Alkynes / 4.9.4.：
Reduction of Carbonyl and Other Functional Groups / Chapter 5.：
Addition of Hydrogen / 5.1.：
Catalytic Hydrogenation / 5.1.1.：
Other Hydrogen-Transfer Reagents / 5.1.2.：
Group III Hydride-Donor Reagents / 5.2.：
Reduction of Carbonyl Compounds / 5.2.1.：
Stereoselectivity of Hydride Reduction / 5.2.2.：
Reduction of Other Functional Groups by Hydride Donors / 5.2.3.：
Group IV Hydride Donors / 5.3.：
Hydrogen-Atom Donors / 5.4.：
Dissolving-Metal Reductions / 5.5.：
Reductive Removal of Functional Groups / 5.5.1.：
Reductive Carbon--Carbon Bond Formation / 5.5.3.：
Reductive Deoxygenation of Carbonyl Groups / 5.6.：
Reductive Elimination and Fragmentation / 5.7.：
Cycloadditions, Unimolecular Rearrangements, and Thermal Eliminations / Chapter 6.：
Cycloaddition Reactions / 6.1.：
The Diels--Alder Reaction: General Features / 6.1.1.：
The Diels--Alder Reaction: Dienophiles / 6.1.2.：
The Diels--Alder Reaction: Dienes / 6.1.3.：
Asymmetric Diels--Alder Reactions / 6.1.4.：
Intramolecular Diels--Alder Reactions / 6.1.5.：
Dipolar Cycloaddition Reactions / 6.2.：
[2 + 2] Cycloadditions and Other Reactions Leading to Cyclobutanes / 6.3.：
Photochemical Cycloaddition Reactions / 6.4.：
[3,3] Sigmatropic Rearrangements / 6.5.：
Cope Rearrangements / 6.5.1.：
Claisen Rearrangements / 6.5.2.：
[2,3] Sigmatropic Rearrangements / 6.6.：
Ene Reactions / 6.7.：
Unimolecular Thermal Elimination Reactions / 6.8.：
Cheletropic Elimination / 6.8.1.：
Decomposition of Cyclic Azo Compounds / 6.8.2.：
[beta] Eliminations Involving Cyclic Transition States / 6.8.3.：
Organometallic Compounds of the Group I, II, and III Metals / Chapter 7.：
Preparation and Properties / 7.1.：
Reactions of Organomagnesium and Organolithium Compounds / 7.2.：
Reactions with Alkylating Agents / 7.2.1.：
Reactions with Carbonyl Compounds / 7.2.2.：
Organic Derivatives of Group IIB and Group IIIB Metals / 7.3.：
Organozinc Compounds / 7.3.1.：
Organocadmium Compounds / 7.3.2.：
Organomercury Compounds / 7.3.3.：
Organoindium Reagents / 7.3.4.：
Organolanthanide Reagents / 7.4.：
Reactions Involving the Transition Metals / Chapter 8.：
Organocopper Intermediates / 8.1.：
Preparation and Structure of Organocopper Reagents / 8.1.1.：
Reactions Involving Organocopper Reagents and Intermediates / 8.1.2.：
Reactions Involving Organopalladium Intermediates / 8.2.：
Palladium-Catalyzed Nucleophilic Substitution and Alkylation / 8.2.1.：
The Heck Reaction / 8.2.2.：
Palladium-Catalyzed Cross Coupling / 8.2.3.：
Carbonylation Reactions / 8.2.4.：
Reactions Involving Organonickel Compounds / 8.3.：
Reactions Involving Rhodium and Cobalt / 8.4.：
Organometallic Compounds with [pi] Bonding / 8.5.：
Carbon--Carbon Bond-Forming Reactions of Compounds of Boron, Silicon, and Tin / Chapter 9.：
Organoboron Compounds / 9.1.：
Synthesis of Organoboranes / 9.1.1.：
Carbon--Carbon Bond-Forming Reactions of Organoboranes / 9.1.2.：
Organosilicon Compounds / 9.2.：
Synthesis of Organosilanes / 9.2.1.：
Carbon--Carbon Bond-Forming Reactions / 9.2.2.：
Organotin Compounds / 9.3.：
Synthesis of Organostannanes / 9.3.1.：
Reactions Involving Carbocations, Carbenes, and Radicals as Reactive Intermediates / 9.3.2.：
Reactions Involving Carbocation Intermediates / 10.1.：
Carbon-Carbon Bond Formation Involving Carbocations / 10.1.1.：
Rearrangement of Carbocations / 10.1.2.：
Related Rearrangements / 10.1.3.：
Fragmentation Reactions / 10.1.4.：
Reactions Involving Carbenes and Nitrenes / 10.2.：
Structure and Reactivity of Carbenes / 10.2.1.：
Generation of Carbenes / 10.2.2.：
Addition Reactions / 10.2.3.：
Insertion Reactions / 10.2.4.：
Generation and Reactions of Ylides by Carbenoid Decomposition / 10.2.5.：
Rearrangement Reactions / 10.2.6.：
Related Reactions / 10.2.7.：
Nitrenes and Related Intermediates / 10.2.8.：
Rearrangements to Electron-Deficient Nitrogen / 10.2.9.：
Reactions Involving Free-Radical Intermediates / 10.3.：
Sources of Radical Intermediates / 10.3.1.：
Introduction of Functionality by Radical Reactions / 10.3.2.：
Addition Reactions of Radicals to Substituted Alkenes / 10.3.3.：
Cyclization of Free-Radical Intermediates / 10.3.4.：
Fragmentation and Rearrangement Reactions / 10.3.5.：
Aromatic Substitution Reactions / Chapter 11.：
Electrophilic Aromatic Substitution / 11.1.：
Nitration / 11.1.1.：
Halogenation / 11.1.2.：
Friedel-Crafts Alkylations and Acylations / 11.1.3.：
Electrophilic Metalation / 11.1.4.：
Nucleophilic Aromatic Substitution / 11.2.：
Aryl Diazonium Ions as Synthetic Intermediates / 11.2.1.：
Substitution by the Addition-Elimination Mechanism / 11.2.2.：
Substitution by the Elimination-Addition Mechanism / 11.2.3.：
Transition-Metal-Catalyzed Substitution Reactions / 11.2.4.：
Aromatic Radical Substitution Reactions / 11.3.：
Substitution by the S[subscript RN]1 Mechanism / 11.4.：
Oxidations / Chapter 12.：
Oxidation of Alcohols to Aldehydes, Ketones, or Carboxylic Acids / 12.1.：
Transition-Metal Oxidants / 12.1.1.：
Other Oxidants / 12.1.2.：
Addition of Oxygen at Carbon-Carbon Double Bonds / 12.2.：
Epoxides from Alkenes and Peroxidic Reagents / 12.2.1.：
Transformations of Epoxides / 12.2.3.：
Reaction of Alkenes with Singlet Oxygen / 12.2.4.：
Cleavage of Carbon-Carbon Double Bonds / 12.3.：
Oxonolysis / 12.3.1.：
Selective Oxidative Cleavages at Other Functional Groups / 12.4.：
Cleavage of Glycols / 12.4.1.：
Oxidative Decarboxylation / 12.4.2.：
Oxidation of Ketones and Aldehydes / 12.5.：
Oxidation of Ketones and Aldehydes by Oxygen and Peroxidic Compounds / 12.5.1.：
Oxidation with Other Reagents / 12.5.3.：
Allylic Oxidation / 12.6.：
Oxidations at Unfunctionalized Carbon / 12.6.1.：
Planning and Execution of Multistep Syntheses / Chapter 13.：
Protective Groups / 13.1.：
Hydroxyl-Protecting Groups / 13.1.1.：
Amino-Protecting Groups / 13.1.2.：
Carbonyl-Protecting Groups / 13.1.3.：
Carboxylic Acid-Protecting Groups / 13.1.4.：
Synthetic Equivalent Groups / 13.2.：
Synthetic Analysis and Planning / 13.3.：
Control of Stereochemistry / 13.4.：
Illustrative Syntheses / 13.5.：
Juvabione / 13.5.1.：
Longifolene / 13.5.2.：
Prelog-Djerassi Lactone / 13.5.3.：
Taxol / 13.5.4.：
Epothilone A / 13.5.5.：
Solid-Phase Synthesis / 13.6.：
Solid-Phase Synthesis of Polypeptides / 13.6.1.：
Solid-Phase Synthesis of Oligonucleotides / 13.6.2.：
Combinatorial Synthesis / 13.7.：
References for Problems
Index
Alkylation of Nucleophilic Carbon Intermediates / Chapter 1.：
Generation of Carbanions by Deprotonation / 1.1.：
Regioselectivity and Stereoselectivity in Enolate Formation / 1.2.：
5.

図書
図書
5. Reactions and synthesis. 5th ed (: hard ; : pbk)
Francis A. Carey and Richard J. Sundberg
出版情報: New York : Springer, c2007  xxx, 1321 p. ; 26 cm
シリーズ名: Advanced organic chemistry / Francis A. Carey and Richard J. Sundberg ; pt. B
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Reactions and Synthesis / Part B：
Alkylation of Enolates and Other Carbon Nucleophiles
Reactions of Carbon Nucleophiles with Carbonyl Groups
Functional Group Interconversion, Protection and Deprotection
Electrophilic Additions to Carbon-Carbon Multiple Bonds
Reduction of Carbon-Carbon Multiple, Carbonyl Groups, and Other Functional Groups
Cycloadditions, Unimolecular Rearrangements, and Thermal Eliminations
Organometallic Compounds of the Group I, II, and III Metals
Reactions Involving the Transition Metals
Carbon-Carbon Bond-Forming Reactions of Compounds of Boron, Silicon, and Tin
Reactions Involving Carbocations, Carbenes, and Radicals as Intermediates
Aromatic Substitution Reactions
Oxidations
Planning and Execution of Multistep Syntheses
Reactions and Synthesis / Part B：
Alkylation of Enolates and Other Carbon Nucleophiles
Reactions of Carbon Nucleophiles with Carbonyl Groups
6.

図書
図書
6. Structure and mechanisms. 5th ed (: hard ; : pbk)
Francis A. Carey and Richard J. Sundberg
出版情報: New York, NY : Springer, c2007  xxi, 1199 p., [2] p. of plates ; 26 cm
シリーズ名: Advanced organic chemistry / Francis A. Carey and Richard J. Sundberg ; pt. A
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Structure and Mechanisms / Part A：
Chemical Bonding and Structure
Stereochemistry, Conformation and Stereoselectivity
Structural Effects on Stability and Reactivity
Nucleophilic Substitution
Polar Addition and Elimination Reactions
Carbanions and Other Carbon Nucleophiles
Addition, Condensation and Substitution Reactions of Carbonyl Compounds
Aromaticity
Aromatic Substitution
Concerted Pericyclic Reactions
Free Radical Reactions
Photochemistry
Preface
Acknowledgment and Personal Statement
Introduction
Chemical Bonding and Molecular Structure / Chapter 1：
Description of Molecular Structure Using Valence Bond Concepts / 1.1：
Hybridization / 1.1.1：
The Origin of Electron-Electron Repulsion / 1.1.2：
Electronegativity and Polarity / 1.1.3：
Electronegativity Equalization / 1.1.4：
Differential Electronegativity of Carbon Atoms / 1.1.5：
Polarizability, Hardness, and Softness / 1.1.6：
Resonance and Conjugation / 1.1.7：
Hyperconjugation / 1.1.8：
Covalent and van der Waals Radii of Atoms / 1.1.9：
Molecular Orbital Theory and Methods / 1.2：
The Huckel MO Method / 1.2.1：
Semiempirical MO Methods / 1.2.2：
Ab Initio Methods / 1.2.3：
Pictorial Representation of MOs for Molecules / 1.2.4：
Qualitative Application of MO Theory to Reactivity: Perturbational MO Theory and Frontier Orbitals / 1.2.5：
Numerical Application of MO Theory / 1.2.6：
Electron Density Functionals / 1.3：
Representation of Electron Density Distribution / 1.4：
Mulliken Population Analysis / 1.4.1：
Natural Bond Orbitals and Natural Population Analysis / 1.4.2：
Atoms in Molecules / 1.4.3：
Comparison and Interpretation of Atomic Charge Calculations / 1.4.4：
Electrostatic Potential Surfaces / 1.4.5：
Relationships between Electron Density and Bond Order / 1.4.6：
The Origin of the Rotational (Torsional) Barrier in Ethane and Other Small Molecules / Topic 1.1：
Heteroatom Hyperconjugation (Anomeric Effect) in Acyclic Molecules / Topic 1.2：
Bonding in Cyclopropane and Other Small Ring Compounds / Topic 1.3：
Representation of Electron Density by the Laplacian Function / Topic 1.4：
Application of Density Functional Theory to Chemical Properties and Reactivity / Topic 1.5：
DFT Formulation of Chemical Potential, Electronegativity, Hardness and Softness, and Covalent and van der Waal Radii / T.1.5.1：
DFT Formulation of Reactivity-The Fukui Function / T.1.5.2：
DFT Concepts of Substituent Groups Effects / T.1.5.3：
General References
Problems
Stereochemistry, Conformation, and Stereoselectivity / Chapter 2：
Configuration / 2.1：
Configuration at Double Bonds / 2.1.1：
Configuration of Cyclic Compounds / 2.1.2：
Configuration at Tetrahedral Atoms / 2.1.3：
Molecules with Multiple Stereogenic Centers / 2.1.4：
Other Types of Stereogenic Centers / 2.1.5：
The Relationship between Chirality and Symmetry / 2.1.6：
Configuration at Prochiral Centers / 2.1.7：
Resolution-The Separation of Enantiomers / 2.1.8：
Conformation / 2.2：
Conformation of Acyclic Compounds / 2.2.1：
Conformations of Cyclohexane Derivatives / 2.2.2：
Conformations of Carbocyclic Rings of Other Sizes / 2.2.3：
Molecular Mechanics / 2.3：
Stereoselective and Stereospecific Reactions / 2.4：
Examples of Stereoselective Reactions / 2.4.1：
Examples of Stereospecific Reactions / 2.4.2：
Enantioselective Reactions / 2.5：
Enantioselective Hydrogenation / 2.5.1：
Enantioselective Reduction of Ketones / 2.5.2：
Enantioselective Epoxidation of Allylic Alcohols / 2.5.3：
Enantioselective Dihydroxylation of Alkenes / 2.5.4：
Double Stereodifferentiation: Reinforcing and Competing Stereoselectivity / 2.6：
Analysis and Separation of Enantiomeric Mixtures / Topic 2.1：
Chiral Shift Reagents and Chiral Solvating Agents / T.2.1.1：
Separation of Enantiomers / T.2.1.2：
Enzymatic Resolution and Desymmetrization / Topic 2.2：
Lipases and Esterases / T.2.2.1：
Proteases and Acylases / T.2.2.2：
Epoxide Hydrolases / T.2.2.3：
The Anomeric Effect in Cyclic Compounds / Topic 2.3：
Polar Substituent Effects in Reduction of Carbonyl Compounds / Topic 2.4：
Thermodynamic Stability / Chapter 3：
Relationship between Structure and Thermodynamic Stability for Hydrocarbons / 3.1.1：
Calculation of Enthalpy of Formation and Enthalpy of Reaction / 3.1.2：
Chemical Kinetics / 3.2：
Fundamental Principles of Chemical Kinetics / 3.2.1：
Representation of Potential Energy Changes in Reactions / 3.2.2：
Reaction Rate Expressions / 3.2.3：
Examples of Rate Expressions / 3.2.4：
General Relationships between Thermodynamic Stability and Reaction Rates / 3.3：
Kinetic versus Thermodynamic Control of Product Composition / 3.3.1：
Correlations between Thermodynamic and Kinetic Aspects of Reactions / 3.3.2：
Curtin-Hammett Principle / 3.3.3：
Electronic Substituent Effects on Reaction Intermediates / 3.4：
Carbocations / 3.4.1：
Carbanions / 3.4.2：
Radical Intermediates / 3.4.3：
Carbonyl Addition Intermediates / 3.4.4：
Kinetic Isotope Effects / 3.5：
Linear Free-Energy Relationships for Substituent Effects / 3.6：
Numerical Expression of Linear Free-Energy Relationships / 3.6.1：
Application of Linear Free-Energy Relationships to Characterization of Reaction Mechanisms / 3.6.2：
Catalysis / 3.7：
Catalysis by Acids and Bases / 3.7.1：
Lewis Acid Catalysis / 3.7.2：
Solvent Effects / 3.8：
Bulk Solvent Effects / 3.8.1：
Examples of Specific Solvent Effects / 3.8.2：
Acidity of Hydrocarbons / Topic 3.1：
Mechanisms for Nucleophilic Substitution / Chapter 4：
Substitution by the Ionization (S[subscript N]1) Mechanism / 4.1.1：
Substitution by the Direct Displacement (S[subscript N]2) Mechanism / 4.1.2：
Detailed Mechanistic Description and Borderline Mechanisms / 4.1.3：
Relationship between Stereochemistry and Mechanism of Substitution / 4.1.4：
Substitution Reactions of Alkyldiazonium Ions / 4.1.5：
Structural and Solvation Effects on Reactivity / 4.2：
Characteristics of Nucleophilicity / 4.2.1：
Effect of Solvation on Nucleophilicity / 4.2.2：
Leaving-Group Effects / 4.2.3：
Steric and Strain Effects on Substitution and Ionization Rates / 4.2.4：
Effects of Conjugation on Reactivity / 4.2.5：
Neighboring-Group Participation / 4.3：
Structure and Reactions of Carbocation Intermediates / 4.4：
Structure and Stability of Carbocations / 4.4.1：
Direct Observation of Carbocations / 4.4.2：
Competing Reactions of Carbocations / 4.4.3：
Mechanisms of Rearrangement of Carbocations / 4.4.4：
Bridged (Nonclassical) Carbocations / 4.4.5：
The Role Carbocations and Carbonium Ions in Petroleum Processing / Topic 4.1：
Addition of Hydrogen Halides to Alkenes / Chapter 5：
Acid-Catalyzed Hydration and Related Addition Reactions / 5.2：
Addition of Halogens / 5.3：
Sulfenylation and Selenenylation / 5.4：
Sulfenylation / 5.4.1：
Selenenylation / 5.4.2：
Addition Reactions Involving Epoxides / 5.5：
Epoxides from Alkenes and Peroxidic Reagents / 5.5.1：
Subsequent Transformations of Epoxides / 5.5.2：
Electrophilic Additions Involving Metal Ions / 5.6：
Solvomercuration / 5.6.1：
Argentation-the Formation of Silver Complexes / 5.6.2：
Synthesis and Reactions of Alkylboranes / 5.7：
Hydroboration / 5.7.1：
Reactions of Organoboranes / 5.7.2：
Enantioselective Hydroboration / 5.7.3：
Comparison of Electrophilic Addition Reactions / 5.8：
Additions to Alkynes and Allenes / 5.9：
Hydrohalogenation and Hydration of Alkynes / 5.9.1：
Halogenation of Alkynes / 5.9.2：
Mercuration of Alkynes / 5.9.3：
Overview of Alkyne Additions / 5.9.4：
Additions to Allenes / 5.9.5：
Elimination Reactions / 5.10：
The E2, E1 and E1cb Mechanisms / 5.10.1：
Regiochemistry of Elimination Reactions / 5.10.2：
Stereochemistry of E2 Elimination Reactions / 5.10.3：
Dehydration of Alcohols / 5.10.4：
Eliminations Reactions Not Involving C-H Bonds / 5.10.5：
Carbanion Character of Organometallic Compounds / Chapter 6：
Carbanions Stabilized by Functional Groups / 6.3：
Enols and Enamines / 6.4：
Carbanions as Nucleophiles in S[subscript N]2 Reactions / 6.5：
Substitution Reactions of Organometallic Reagents / 6.5.1：
Substitution Reactions of Enolates / 6.5.2：
Reactivity of Carbonyl Compounds toward Addition / Chapter 7：
Hydration and Addition of Alcohols to Aldehydes and Ketones / 7.2：
Condensation Reactions of Aldehydes and Ketones with Nitrogen Nucleophiles / 7.3：
Substitution Reactions of Carboxylic Acid Derivatives / 7.4：
Ester Hydrolysis and Exchange / 7.4.1：
Aminolysis of Esters / 7.4.2：
Amide Hydrolysis / 7.4.3：
Acylation of Nucleophilic Oxygen and Nitrogen Groups / 7.4.4：
Intramolecular Catalysis of Carbonyl Substitution Reactions / 7.5：
Addition of Organometallic Reagents to Carbonyl Groups / 7.6：
Kinetics of Qrganometallic Addition Reactions / 7.6.1：
Stereoselectivity of Organometallic Addition Reactions / 7.6.2：
Addition of Enolates and Enols to Carbonyl Compounds: The Aldol Addition and Condensation Reactions / 7.7：
The General Mechanisms / 7.7.1：
Mixed Aldol Condensations with Aromatic Aldehydes / 7.7.2：
Control of Regiochemistry and Stereochemistry of Aldol Reactions of Ketones / 7.7.3：
Aldol Reactions of Other Carbonyl Compounds / 7.7.4：
Criteria of Aromaticity / Chapter 8：
The Energy Criterion for Aromaticity / 8.1.1：
Structural Criteria for Aromaticity / 8.1.2：
Electronic Criteria for Aromaticity / 8.1.3：
Relationship among the Energetic, Structural, and Electronic Criteria of Aromaticity / 8.1.4：
The Annulenes / 8.2：
Cyclobutadiene / 8.2.1：
Benzene / 8.2.2：
1,3,5,7-Cyclooctatetraene / 8.2.3：
[10]Annulenes-1,3,5,7,9-Cyclodecapentaene Isomers / 8.2.4：
[12], [14], and [16]Annulenes / 8.2.5：
[18]Annulene and Larger Annulenes / 8.2.6：
Other Related Structures / 8.2.7：
Aromaticity in Charged Rings / 8.3：
Homoaromaticity / 8.4：
Fused-Ring Systems / 8.5：
Heteroaromatic Systems / 8.6：
Electrophilic Aromatic Substitution Reactions / Chapter 9：
Structure-Reactivity Relationships for Substituted Benzenes / 9.2：
Substituent Effects on Reactivity / 9.2.1：
Mechanistic Interpretation of the Relationship between Reactivity and Selectivity / 9.2.2：
Reactivity of Polycyclic and Heteroaromatic Compounds / 9.3：
Specific Electrophilic Substitution Reactions / 9.4：
Nitration / 9.4.1：
Halogenation / 9.4.2：
Protonation and Hydrogen Exchange / 9.4.3：
Friedel-Crafts Alkylation and Related Reactions / 9.4.4：
Friedel-Crafts Acylation and Related Reactions / 9.4.5：
Aromatic Substitution by Diazonium Ions / 9.4.6：
Substitution of Groups Other than Hydrogen / 9.4.7：
Nucleophilic Aromatic Substitution / 9.5：
Nucleophilic Aromatic Substitution by the Addition-Elimination Mechanism / 9.5.1：
Nucleophilic Aromatic Substitution by the Elimination-Addition Mechanism / 9.5.2：
Cycloaddition Reactions / Chapter 10：
The Diels-Alder Reaction / 10.2：
Stereochemistry of the Diels-Alder Reaction / 10.2.1：
Substituent Effects on Reactivity, Regioselectivity and Stereochemistry / 10.2.2：
Catalysis of Diels-Alder Reactions by Lewis Acids / 10.2.3：
Computational Characterization of Diels-Alder Transition Structures / 10.2.4：
Scope and Synthetic Applications of the Diels-Alder Reaction / 10.2.5：
Enantioselective Diels-Alder Reactions / 10.2.6：
Intramolecular Diels-Alder Reactions / 10.2.7：
1,3-Dipolar Cycloaddition Reactions / 10.3：
Relative Reactivity, Regioselectivity, Stereoselectivity, and Transition Structures / 10.3.1：
Scope and Applications of 1,3-Dipolar Cycloadditions / 10.3.2：
Catalysis of 1,3-Dipolar Cycloaddition Reactions / 10.3.3：
[2 + 2] Cycloaddition Reactions / 10.4：
Electrocyclic Reactions / 10.5：
Overview of Electrocyclic Reactions / 10.5.1：
Orbital Symmetry Basis for the Stereospecificity of Electrocyclic Reactions / 10.5.2：
Examples of Electrocyclic Reactions / 10.5.3：
Electrocyclic Reactions of Charged Species / 10.5.4：
Electrocyclization of Heteroatomic Trienes / 10.5.5：
Sigmatropic Rearrangements / 10.6：
Overview of Sigmatropic Rearrangements / 10.6.1：
[1,3]-, [1,5]-, and [1,7]-Sigmatropic Shifts of Hydrogen and Alkyl Groups / 10.6.2：
Overview of [3,3]-Sigmatropic Rearrangements / 10.6.3：
[2,3]-Sigmatropic Rearrangements / 10.6.4：
Application of DFT Concepts to Reactivity and Regiochemistry of Cycloaddition Reactions / Topic 10.1：
Generation and Characterization of Free Radicals / Chapter 11：
Background / 11.1.1：
Long-Lived Free Radicals / 11.1.2：
Direct Detection of Radical Intermediates / 11.1.3：
Generation of Free Radicals / 11.1.4：
Structural and Stereochemical Properties of Free Radicals / 11.1.5：
Substituent Effects on Radical Stability / 11.1.6：
Charged Radicals / 11.1.7：
Characteristics of Reactions Involving Radical Intermediates / 11.2：
Kinetic Characteristics of Chain Reactions / 11.2.1：
Determination of Reaction Rates / 11.2.2：
Structure-Reactivity Relationships / 11.2.3：
Free Radical Substitution Reactions / 11.3：
Oxygenation / 11.3.1：
Free Radical Addition Reactions / 11.4：
Addition of Hydrogen Halides / 11.4.1：
Addition of Halomethanes / 11.4.2：
Addition of Other Carbon Radicals / 11.4.3：
Addition of Thiols and Thiocarboxylic Acids / 11.4.4：
Examples of Radical Addition Reactions / 11.4.5：
Other Types of Free Radical Reactions / 11.5：
Halogen, Sulfur, and Selenium Group Transfer Reactions / 11.5.1：
Intramolecular Hydrogen Atom Transfer Reactions / 11.5.2：
Rearrangement Reactions of Free Radicals / 11.5.3：
S[subscript RN]1 Substitution Processes / 11.6：
S[subscript RN]1 Substitution Reactions of Alkyl Nitro Compounds / 11.6.1：
S[subscript RN]1 Substitution Reactions of Aryl and Alkyl Halides / 11.6.2：
Relationships between Bond and Radical Stabilization Energies / Topic 11.1：
Structure-Reactivity Relationships in Hydrogen Abstraction Reactions / Topic 11.2：
General Principles / Chapter 12：
Photochemistry of Alkenes, Dienes, and Polyenes / 12.2：
Cis-trans Isomerization / 12.2.1：
Photoreactions of Other Alkenes / 12.2.2：
Photoisomerization of 1,3-Butadiene / 12.2.3：
Orbital Symmetry Considerations for Photochemical Reactions of Alkenes and Dienes / 12.2.4：
Photochemical Electrocyclic Reactions / 12.2.5：
Photochemical Cycloaddition Reactions / 12.2.6：
Photochemical Rearrangements Reactions of 1,4-Dienes / 12.2.7：
Photochemistry of Carbonyl Compounds / 12.3：
Hydrogen Abstraction and Fragmentation Reactions / 12.3.1：
Cycloaddition and Rearrangement Reactions of Cyclic Unsaturated Ketones / 12.3.2：
Cycloaddition of Carbonyl Compounds and Alkenes / 12.3.3：
Photochemistry of Aromatic Compounds / 12.4：
Computational Interpretation of Diene and Polyene Photochemistry / Topic 12.1：
References to Problems
Index
Structure and Mechanisms / Part A：
Chemical Bonding and Structure
Stereochemistry, Conformation and Stereoselectivity
7.

図書
図書
7. Advanced organic chemistry (v. 1 ; v. 2)
Francis A. Carey and Richard J. Sundberg
出版情報: New York : Plenum Press, c1977  2 v. ; 26 cm
所蔵情報: loading…
目次情報:
pt. A. Structure and mechanisms
pt. B. Reactions and synthesis
pt. A. Structure and mechanisms
pt. B. Reactions and synthesis
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