The art of writing reasonable organic reaction mechanisms

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The art of writing reasonable organic reaction mechanisms / Robert B. Grossman

版:: 2nd ed
資料種別:: 図書
出版情報:: New York : Springer, c2003
形態:: xvi, 355 p. ; 25 cm
著者名:: Grossman, Robert B., 1964- <DA13446760>
ISBN:: 9780387954684 [0387954686]
書誌ID:: BA61078606

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The art of writing reasonable organic reaction mechanisms
Robert B. Grossman , Springer , c1999

書誌詳細

注記:

Includes index

主題:

Organic reaction mechanisms

言語:

英語

目次情報:

Preface to the Student

Preface to the Instructor

The Basics / 1：

Structure and Stability of Organic Compounds / 1.1：

Conventions of Drawing Structures; Grossman's Rule / 1.1.1：

Lewis Structures; Resonance Structures / 1.1.2：

Molecular Shape; Hybridization / 1.1.3：

Aromaticity / 1.1.4：

Bronsted Acidity and Basicity / 1.2：

pK[subscript a] Values / 1.2.1：

Tautomerism / 1.2.2：

Kinetics and Thermodynamics / 1.3：

Getting Started in Drawing a Mechanism / 1.4：

Classes of Overall Transformations / 1.5：

Classes of Mechanisms / 1.6：

Polar Mechanisms / 1.6.1：

Free-Radical Mechanisms / 1.6.2：

Pericyclic Mechanisms / 1.6.3：

Transition-Metal-Catalyzed and -Mediated Mechanisms / 1.6.4：

Summary / 1.7：

Problems

Polar Reactions under Basic Conditions / 2：

Substitution and Elimination at C(sp[superscript 3])-X [sigma] Bonds, Part I / 2.1：

Substitution by the S[subscript N]2 Mechanism / 2.1.1：

[beta]-Elimination by the E2 and Elcb Mechanisms / 2.1.2：

Predicting Substitution vs. Elimination / 2.1.3：

Addition of Nucleophiles to Electrophilic [pi] Bonds / 2.2：

Addition to Carbonyl Compounds / 2.2.1：

Conjugate Addition; The Michael Reaction / 2.2.2：

Substitution at C(sp[superscript 2])-X [sigma] Bonds / 2.3：

Substitution at Carbonyl C / 2.3.1：

Substitution at Alkenyl and Aryl C / 2.3.2：

Metal Insertion; Halogen-Metal Exchange / 2.3.3：

Substitution and Elimination at C(sp[superscript 3])-X [sigma] Bonds, Part II / 2.4：

Substitution by the S[subscript RN]1 Mechanism / 2.4.1：

Substitution by the Elimination-Addition Mechanism / 2.4.2：

Substitution by the One-Electron Transfer Mechanism / 2.4.3：

[alpha]-Elimination; Generation and Reactions of Carbenes / 2.4.4：

Base-Promoted Rearrangements / 2.5：

Migration from C to C / 2.5.1：

Migration from C to O or N / 2.5.2：

Migration from B to C or O / 2.5.3：

Two Multistep Reactions / 2.6：

The Swern Oxidation / 2.6.1：

The Mitsunobu Reaction / 2.6.2：

Polar Reactions Under Acidic Conditions / 2.7：

Carbocations / 3.1：

Carbocation Stability / 3.1.1：

Carbocation Generation; The Role of Protonation / 3.1.2：

Typical Reactions of Carbocations; Rearrangements / 3.1.3：

Substitution and [beta]-Elimination Reactions at C(sp[superscript 3])-X / 3.2：

Substitution by the S[subscript N]1 and S[subscript N]2 Mechanisms / 3.2.1：

[beta]-Elimination by the E1 Mechanism / 3.2.2：

Electrophilic Addition to Nucleophilic C=C [pi] Bonds / 3.2.3：

Substitution at Nucleophilic C=C [pi] Bonds / 3.4：

Electrophilic Aromatic Substitution / 3.4.1：

Aromatic Substitution of Anilines via Diazonium Salts / 3.4.2：

Electrophilic Aliphatic Substitution / 3.4.3：

Nucleophilic Addition to and Substitution at Electrophilic [pi] Bonds / 3.5：

Heteroatom Nucleophiles / 3.5.1：

Carbon Nucleophiles / 3.5.2：

Pericyclic Reactions / 3.6：

Introduction / 4.1：

Classes of Pericyclic Reactions / 4.1.1：

Polyene MOs / 4.1.2：

Electrocyclic Reactions / 4.2：

Typical Reactions / 4.2.1：

Stereospecificity / 4.2.2：

Stereoselectivity / 4.2.3：

Cycloadditions / 4.3：

Regioselectivity / 4.3.1：

Sigmatropic Rearrangements / 4.3.3：

Ene Reactions / 4.4.1：

Free-Radical Reactions / 4.6：

Free Radicals / 5.1：

Stability / 5.1.1：

Generation from Closed-Shell Species / 5.1.2：

Chain vs. Nonchain Mechanisms / 5.1.3：

Chain Free-Radical Reactions / 5.2：

Substitution Reactions / 5.2.1：

Addition and Fragmentation Reactions / 5.2.2：

Nonchain Free-Radical Reactions / 5.3：

Photochemical Reactions / 5.3.1：

Reductions and Oxidations with Metals / 5.3.2：

Cycloaromatizations / 5.3.3：

Miscellaneous Radical Reactions / 5.4：

1,2-Anionic Rearrangements; Lone-Pair Inversion / 5.4.1：

Triplet Carbenes and Nitrenes / 5.4.2：

Transition-Metal-Mediated and -Catalyzed Reactions / 5.5：

Introduction to the Chemistry of Transition Metals / 6.1：

Conventions of Drawing Structures / 6.1.1：

Counting Electrons / 6.1.2：

Stoichiometric vs. Catalytic Mechanisms / 6.1.3：

Addition Reactions / 6.2：

Late-Metal-Catalyzed Hydrogenation and Hydrometallation (Pd, Pt, Rh) / 6.2.1：

Hydroformylation (Co, Rh) / 6.2.2：

Hydrozirconation (Zr) / 6.2.3：

Alkene Polymerization (Ti, Zr, Sc, and others) / 6.2.4：

Cyclopropanation, Epoxidation, and Aziridination of Alkenes (Cu, Rh, Mn, Ti) / 6.2.5：

Dihydroxylation and Aminohydroxylation of Alkenes (Os) / 6.2.6：

Nucleophilic Addition to Alkenes and Alkynes (Hg, Pd) / 6.2.7：

Conjugate Addition Reactions (Cu) / 6.2.8：

Reductive Coupling Reactions (Ti, Zr) / 6.2.9：

Pauson-Khand Reaction (Co) / 6.2.10：

Dotz Reaction (Cr) / 6.2.11：

Metal-Catalyzed Cycloaddition and Cyclotrimerization (Co, Ni, Rh) / 6.2.12：

Hydrogenolysis (Pd) / 6.3：

Carbonylation of Alkyl Halides (Pd, Rh) / 6.3.2：

Heck Reaction (Pd) / 6.3.3：

Coupling Reactions Between Nucleophiles and C(sp[superscript 2])-X: Kumada, Stille, Suzuki, Negishi, Buchwald-Hartwig, Sonogashira, and Ullmann Reactions (Ni, Pd, Cu) / 6.3.4：

Allylic Substitution (Pd) / 6.3.5：

Pd-Catalyzed Nucleophilic Substitution of Alkenes; Wacker Oxidation / 6.3.6：

Tebbe Reaction (Ti) / 6.3.7：

Propargyl Substitution in Co-Alkyne Complexes / 6.3.8：

Rearrangement Reactions / 6.4：

Alkene Isomerization (Rh) / 6.4.1：

Olefin and Alkyne Metathesis (Ru, W, Mo, Ti) / 6.4.2：

Elimination Reactions / 6.5：

Oxidation of Alcohols (Cr, Ru) / 6.5.1：

Decarbonylation of Aldehydes (Rh) / 6.5.2：

Mixed-Mechanism Problems / 6.6：

A Final Word

Index

Preface to the Student

Preface to the Instructor

The Basics / 1：

Structure and Stability of Organic Compounds / 1.1：

Conventions of Drawing Structures; Grossman's Rule / 1.1.1：

Lewis Structures; Resonance Structures / 1.1.2：

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