Description
Book SynopsisWinner of the PROSE Award for Chemistry & Physics 2010 Acknowledging the very best in professional and scholarly publishing, the annual PROSE Awards recognise publishers'' and authors'' commitment to pioneering works of research and for contributing to the conception, production, and design of landmark works in their fields. Judged by peer publishers, librarians, and medical professionals, Wiley are pleased to congratulate Professor Ian Fleming, winner of the PROSE Award in Chemistry and Physics for Molecular Orbitals and Organic Chemical Reactions.
Molecular orbital theory is used by chemists to describe the arrangement of electrons in chemical structures. It is also a theory capable of giving some insight into the forces involved in the making and breaking of chemical bondsthe chemical reactions that are often the focus of an organic chemist''s interest. Organic chemists with a serious interest in understanding and explaining their work usually express their
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"Fleming uses nonquantitative molecular orbital theory to explain many common phenomena in organic chemistry. As such, this is a very powerful tool for students of advanced organic chemistry. Much of what is taken simply on faith or with some hand waving in sophomore organic chemistry can be readily explained with molecular orbital theory, which is usually considered too advanced for students at that level. Though this book could be used as theprimary textbook for a course solely on molecular orbitals in organic chemistry, it will more likely be used as a reference source for an advanced organic chemistry course for upper-level undergraduates or graduate students." (CHOICE, August 2010)
"The new 'Fleming' is a must for every lecturer and every student of chemistry—a fantastic book. In this new form the textbook will last for another 30 years and remain as fresh as did its predecessor!" (Angewandte Chemie International Edition March 2010)
Table of ContentsPreface. 1 Molecular Orbital Theory.
1.1 The Atomic Orbitals of a Hydrogen Atom.
1.2 Molecules made from Hydrogen Atoms.
1.3 C—H and C—C Bonds.
1.4 Conjugation—Hückel Theory.
1.5 Aromaticity.
1.6 Strained σ Bonds—Cyclopropanes and Cyclobutanes.
1.7 Heteronuclear Bonds, C—M, C—X and C=O.
1.8 The Tau Bond Model.
1.9 Spectroscopic Methods.
1.10 Exercises.
2 The Structures of Organic Molecules.
2.1 The Effects of π Conjugation.
2.2 σ Conjugation—Hyperconjugation.
2.3 The Configurations and Conformations of Molecules.
2.4 Other Noncovalent Interactions.
2.5 Exercises.
3 Chemical Reactions—How Far and How Fast.
3.1 Factors Affecting the Position of an Equilibrium.
3.2 The Principle of Hard and Soft Acids and Bases (HSAB).
3.3 Transition Structures.
3.4 The Perturbation Theory of Reactivity.
3.5 The Salem-Klopman Equation.
3.6 Hard and Soft Nucleophiles and Electrophiles.
3.7 Other Factors Affecting Chemical Reactivity.
4 Ionic Reactions—Reactivity.
4.1 Single Electron Transfer (SET) in Ionic Reactions.
4.2 Nucleophilicity.
4.3 Ambident Nucleophiles.
4.4 Electrophilicity.
4.5 Ambident Electrophiles.
4.6 Carbenes.
4.7 Exercises.
5 Ionic Reactions—Stereochemistry.
5.1 The Stereochemistry of the Fundamental Organic Reactions.
5.2 Diastereoselectivity.
5.3 Exercises.
6 Thermal Pericyclic Reactions.
6.1 The Four Classes of Pericyclic Reactions.
6.2 Evidence for the Concertedness of Bond Making and Breaking.
6.3 Symmetry-Allowed and Symmetry-Forbidden Reactions.
6.4 Explanations for the Woodward-Hoffmann Rules.
6.5 Secondary Effects.
6.6 Exercises.
7 Radical Reactions.
7.1 Nucleophilic and Electrophilic Radicals.
7.2 The Abstraction of Hydrogen and Halogen Atoms.
7.3 The Addition of Radicals to π Bonds
7.4 Synthetic Applications of the Chemoselectivity of Radicals.
7.5 Stereochemistry in some Radical Reactions.
7.6 Ambident Radicals.
7.7 Radical Coupling.
7.8 Exercises.
8 Photochemical Reactions.
8.1 Photochemical Reactions in General.
8.2 Photochemical Ionic Reactions.
8.3 Photochemical Pericyclic Reactions and Related Stepwise Reactions.
8.4 Photochemically Induced Radical Reactions.
8.5 Chemiluminescence.
8.6 Exercises.
References.
Index.
