E-Book, Englisch, 336 Seiten, Web PDF
Block / Blomquist / Wasserman Reactions of Organosulfur Compounds
1. Auflage 2013
ISBN: 978-1-4832-1643-0
Verlag: Elsevier Science & Techn.
Format: PDF
Kopierschutz: 1 - PDF Watermark
Organic Chemistry: A Series of Monographs, Vol. 37
E-Book, Englisch, 336 Seiten, Web PDF
ISBN: 978-1-4832-1643-0
Verlag: Elsevier Science & Techn.
Format: PDF
Kopierschutz: 1 - PDF Watermark
Organic Chemistry, Volume 37: Reactions of Organosulfur Compounds covers the basics of organosulfur chemistry and the characteristics of organically bound sulfur, with an emphasis on reactions, particularly those of synthetic utility. The book discusses the preparation, nature, stereochemical aspects, reactions, and the kinetic and thermodynamic assessment of the stability of sulfur-containing carbanions; the preparation and reactions of sulfur ylides; and the preparation, assessment of stability, and reactions of sulfur-containing carbocations. The text also describes preparation, assessment of stability, nature, and reactions of sulfur-containing radicals, organosulfur carbenes, and carbenoids; as well as the the pericyclic reactions of organosulfur compounds. Chemists, biochemists, and students taking related courses will find the book useful.
Autoren/Hrsg.
Weitere Infos & Material
1;Front Cover;1
2;Reactions of Organosulfur Compounds;4
3;Copyright Page;5
4;Dedication;6
5;Table of Contents;8
6;List of Tables;10
7;Preface;12
8;Acknowledgments;14
9;Abbreviations;16
10;CHAPTER 1. INTRODUCTION;18
10.1;1.1 Prologue;18
10.2;1.2 A Word on Odor;19
10.3;1.3 Sulfur in the Natural Environment;20
10.4;1.4 Nomenclature and Synthesis of Organosulfur Compounds;24
10.5;1.5 3d Orbital Effects;35
10.6;1.6 Other Bonding Properties of Sulfur;39
10.7;1.7 Spectroscopic Properties of Sulfur;40
10.8;1.8 Penicillin and Cephalosporin Chemistry: A Microcosm of Organosulfur Chemistry;43
10.9;References;48
11;CHAPTER 2. SULFUR-CONTAINING CARBANIONS;53
11.1;2.1 Introduction;53
11.2;2.2 Preparation;54
11.3;2.3 Kinetic and Thermodynamic Assessment of Stability of Sulfur-Containing Carbanions;59
11.4;2.4 The Nature of Carbanion Stabilization by Sulfur;61
11.5;2.5 Stereochemical Aspects of a-Sulfonyl Carbanions;67
11.6;2.6 Stereochemical Aspects of a-Sulfìnyl Carbanions;70
11.7;2.7 Reactions of Sulfur-Containing Carbanions;73
11.8;References;102
12;CHAPTER 3. SULFUR YLIDES;108
12.1;3.1 Preparation;108
12.2;3.2 s- and p-Sulfuranes;112
12.3;3.3 Thiabenzenes;113
12.4;3.4 Thiocarbonyl Ylides (Thione Ylides);114
12.5;3.5 Reactions of Sulfur Ylides;118
12.6;References;141
13;CHAPTER 4. SULFUR-CONTAINING CARBOCATIONS;145
13.1;4.1 Introduction;145
13.2;4.2 Generation of Sulfur-Containing Carbocations;146
13.3;4.3 Assessment of Stability of Sulfur-Containing Carbocations;149
13.4;4.4 Neighboring Group Participation by Divalent Sulfur;158
13.5;4.5 Reactions of Thiocarbocations;162
13.6;4.6 The Pummerer Rearrangement;171
13.7;4.7 Beckmann Fragmentation of a-Alkylthioketoximes;179
13.8;4.8 Carbocations Containing the Sulfinyl and Sulfonyl Groups;183
13.9;4.9 Carbocations Containing the Disulfide Group;189
13.10;References;190
14;CHAPTER 5. SULFUR-CONTAINING RADICALS;193
14.1;5.1 Introduction;193
14.2;5.2 Generation and Reactions of Sulfur-Containing Radicals;194
14.3;5.3 Kinetic Assessment of Stability of Sulfur-Substituted Radicals;198
14.4;5.4 The Study of Sulfur-Containing Radicals by Electron Spin Resonance Spectroscopy;204
14.5;5.5 The Nature of Radical Stabilization by Sulfur;206
14.6;5.6 a-Disulfìde Radicals;210
14.7;5.7 a-Sulfìnyl Radicals;211
14.8;5.8 a-Sulfonyl Radicals;213
14.9;5.9 The Dibenzenesulfenamidyl Radical;215
14.10;5.10 The Stevens Rearrangement;215
14.11;5.11 The Wittig Rearrangement;218
14.12;5.12 Sulfur-Centered Radicals;218
14.13;References;233
15;CHAPTER 6. ORGANOSULFUR CARBENES AND CARBENOIDS;238
15.1;6.1 Introduction;238
15.2;6.2 Generation;240
15.3;6.3 Reactions of a-Thiomethylenes: Cycloaddition to Multiple Bonds;242
15.4;6.4 Other Reactions of a-Thiomethylenes: General Survey;246
15.5;6.5 Reactions of ß-, .-, and d-Thiomethylenes;257
15.6;6.6 Sulfinyl- and Sulfonylmethylenes;262
15.7;References;266
16;CHAPTER 7. PERICYCLIC REACTIONS OF ORGANOSULFUR COMPOUNDS;269
16.1;7.1 Introduction;269
16.2;7.2 Sigmatropic Rearrangements;271
16.3;7.3 Electrocyclic Processes;283
16.4;7.4 Cycloaddition Reactions;285
16.5;7.5 Cycloelimination Reactions;297
16.6;References;304
17;Appendix A: BIBLIOGRAPHY OF RECENT BOOKS ON SULFUR;309
18;Appendix B: ADDITIONAL TABLES;311
19;Index;320
