Molecular Orbitals and Organic Chemical Reactions
John Wiley & Sons Inc (Verlag)
978-0-470-74659-2 (ISBN)
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 bonds—the 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 ideas in molecular orbital terms, so much so that it is now an essential component of every organic chemist's skills to have some acquaintance with molecular orbital theory.
Molecular Orbitals and Organic Chemical Reactions is both a simplified account of molecular orbital theory and a review of its applications in organic chemistry; it provides a basic introduction to the subject and a wealth of illustrative examples. In this book molecular orbital theory is presented in a much simplified, and entirely non-mathematical language, accessible to every organic chemist, whether student or research worker, whether mathematically competent or not. Topics covered include:
Molecular Orbital Theory
Molecular Orbitals and the Structures of Organic Molecules
Chemical Reactions — How Far and How Fast
Ionic Reactions — Reactivity
Ionic Reactions — Stereochemistry
Pericyclic Reactions
Radical Reactions
Photochemical Reactions
Slides for lectures and presentations are available on the supplementary website: www.wiley.com/go/fleming_student
Molecular Orbitals and Organic Chemical Reactions: Student Edition is an invaluable first textbook on this important subject for students of organic, physical organic and computational chemistry.
The Reference Edition edition takes the content and the same non-mathematical approach of the Student Edition, and adds extensive extra subject coverage, detail and over 1500 references. The additional material adds a deeper understanding of the models used, and includes a broader range of applications and case studies. Providing a complete in-depth reference for a more advanced audience, this edition will find a place on the bookshelves of researchers and advanced students of organic, physical organic and computational chemistry. Further information can be viewed here.
"These books are the result of years of work, which began as an attempt to write a second edition of my 1976 book Frontier Orbitals and Organic Chemical Reactions. I wanted to give a rather more thorough introduction to molecular orbitals, while maintaining my focus on the organic chemist who did not want a mathematical account, but still wanted to understand organic chemistry at a physical level. I'm delighted to win this prize, and hope a new generation of chemists will benefit from these books."
-Professor Ian Fleming
Professor Ian Fleming, Department of Chemistry, University of Cambridge Ian Fleming is an Emeritus Professor in the Department of Chemistry in the University of Cambridge, and an Emeritus Fellow of Pembroke College. He is the author of five textbooks: Spectroscopic Methods in Organic Chemistry (McGraw Hill, now in its 6th edition), Spectroscopic Problems in Organic Chemistry (McGraw Hill); Selected Organic Syntheses (Wiley), Frontier Orbitals and Organic Chemical Reactions (Wiley) and Pericyclic Reactions (OUP Oxford Chemistry Primer series).
Preface xi
1 Molecular Orbital Theory 1
1.1 The Atomic Orbitals of a Hydrogen Atom 1
1.2 Molecules made from Hydrogen Atoms 2
1.3 C—H and C—C Bonds 9
1.4 Conjugation—Hückel Theory 22
1.5 Aromaticity 32
1.6 Strained Bonds—Cyclopropanes and Cyclobutanes 39
1.7 Heteronuclear Bonds, C—M, C—X and C=O 42
1.8 The Tau Bond Model 52
1.9 Spectroscopic Methods 53
1.10 Exercises 57
2 The Structures of Organic Molecules 59
2.1 The Effects of Conjugation 59
2.2 Conjugation—Hyperconjugation 69
2.3 The Configurations and Conformations of Molecules 81
2.4 Other Noncovalent Interactions 90
2.5 Exercises 95
3 Chemical Reactions—How Far and How Fast 97
3.1 Factors Affecting the Position of an Equilibrium 97
3.2 The Principle of Hard and Soft Acids and Bases (hsab) 97
3.3 Transition Structures 103
3.4 The Perturbation Theory of Reactivity 104
3.5 The Salem-Klopman Equation 106
3.6 Hard and Soft Nucleophiles and Electrophiles 109
3.7 Other Factors Affecting Chemical Reactivity 110
4 Ionic Reactions—Reactivity 111
4.1 Single Electron Transfer (SET) in Ionic Reactions 111
4.2 Nucleophilicity 114
4.3 Ambident Nucleophiles 121
4.4 Electrophilicity 134
4.5 Ambident Electrophiles 137
4.6 Carbenes 147
4.7 Exercises 151
5 Ionic Reactions—Stereochemistry 153
5.1 The Stereochemistry of the Fundamental Organic Reactions 154
5.2 Diastereoselectivity 167
5.3 Exercises 183
6 Thermal Pericyclic Reactions 185
6.1 The Four Classes of Pericyclic Reactions 186
6.2 Evidence for the Concertedness of Bond Making and Breaking 188
6.3 Symmetry-Allowed and Symmetry-Forbidden Reactions 190
6.4 Explanations for the Woodward-Hoffmann Rules 214
6.5 Secondary Effects 221
6.6 Exercises 270
7 Radical Reactions 275
7.1 Nucleophilic and Electrophilic Radicals 275
7.2 The Abstraction of Hydrogen and Halogen Atoms 277
7.3 The Addition of Radicals to Bonds 279
7.4 Synthetic Applications of the Chemoselectivity of Radicals 286
7.5 Stereochemistry in some Radical Reactions 287
7.6 Ambident Radicals 290
7.7 Radical Coupling 295
7.8 Exercises 296
8 Photochemical Reactions 299
8.1 Photochemical Reactions in General 299
8.2 Photochemical Ionic Reactions 301
8.3 Photochemical Pericyclic Reactions and Related Stepwise Reactions 304
8.4 Photochemically Induced Radical Reactions 321
8.5 Chemiluminescence 323
8.6 Exercises 324
References 327
Index 331
| Erscheint lt. Verlag | 1.1.2010 |
|---|---|
| Verlagsort | New York |
| Sprache | englisch |
| Maße | 153 x 231 mm |
| Gewicht | 472 g |
| Themenwelt | Naturwissenschaften ► Chemie ► Organische Chemie |
| Naturwissenschaften ► Chemie ► Physikalische Chemie | |
| ISBN-10 | 0-470-74659-9 / 0470746599 |
| ISBN-13 | 978-0-470-74659-2 / 9780470746592 |
| Zustand | Neuware |
| Informationen gemäß Produktsicherheitsverordnung (GPSR) | |
| Haben Sie eine Frage zum Produkt? |
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