ISBN: 3-540-63726-5
TITLE: The Chemist's Electronic Book of Orbitals
AUTHOR: Clark, Tim; Koch, Rainer
TOC:

1 Introduction 1 
2 Linear Combination of Atomic Orbitals 5 
2.1 H_2 and He_2  The Simplest Examples 6 
2.2 The Effect of Electronegativity 8 
2.3 p-Orbitals and pi-Overlap 11 
2.4 Combining AOs to Build MOs 13 
2.4.1. Methylene, CH_2 14 
2.5 The AH_2 Walsh Diagram 19 
3 Larger Molecules 23 
3.1 Ethylene 25 
3.2 Cyclopropane 29 
3.3 pi-Systems 33 
3.3.1 Linear Systems 34 
3.3.2 Cyclic Systems 35 
3.4 Hyperconjugation 37 
3.4.1 The Ethyl Cation 37 
3.4.2 The Cyclopropylcarbinyl Cation 40 
3.4.3 Negative Hyperconjugation 41 
3.4.4 The Anomeric Effect 43 
4 Reactions 45 
4.1 Lewis Acid/Lewis Base Interactions 45 
4.1.1 S_N2 Reactions 46 
4.2 Selectivity; Frontier MO Theory 48 
4.2.1 Nucleophilic Oxirane Ring-Opening 48 
4.3 The Woodward-Hoffmann Rules 49 
4.3.1 Electrocyclic Reactions 51 
4.3.2 Cycloadditions 58 
4.3.3 Sigmatropic Rearrangements 63 
5 Elementary Symmetry 67 
5.1 Symmetry Elements 67 
5.1.1 The Identity 67 
5.1.2 Proper Rotation Axes, C_n 68 
5.1.3 Mirror Planes, sigma 70 
5.1.4 Improper Rotation Axes, S_n 73 
5.1.5 Inversion Centres, i 73 
5.2 Point Groups 74 
5.3 Irreducible Representations and Character Tables 75 
5.4 Degenerate Orbitals 78 
6 Glossary 81 
7 List of Molecules 87 
8 General Information  Installation  Use 95 
END
