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Thermal Electrocyclic Reactions
1st Edition - January 28, 1980
Author: Elliot Marvell
eBook ISBN:
9 7 8 - 0 - 3 2 3 - 1 5 0 4 5 - 3
Thermal Electrocyclic Reactions explores the applications of thermal electrocyclic reactions to stereospecific synthesis. This book is divided into nine chapters, and begins with… Read more
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Thermal Electrocyclic Reactions explores the applications of thermal electrocyclic reactions to stereospecific synthesis. This book is divided into nine chapters, and begins with a presentation of the theory of electrocylic reactions using orbital conversions through symmetry operations and correlation diagrams. Considerable chapters are devoted to various conjugate systems entering an electrocyclic process, including two-electron, four electron-three-, four-, and five-atom, and six electron-five-, and six-atom systems. The remaining chapters examine the electrocyclic reaction of longer systems, including eight or more π electrons, as well as conjugated systems with an odd number of electrons, which constitute a special case in the conservation of orbital symmetry. This book will be of great value to organic chemists and researchers.
Preface1 Introduction Text References2 Theory I. Origin of the Theory II. Orbital Symmetry and Correlation Diagrams III. The Frontier Orbital Approach IV. Transition State Aromaticity—Hückel or Möbius V. Alternative Theoretical Treatments VI. Allowed, Forbidden, and Non-Concerted Routes VII. Substituent Effects VIII. Transition Metal Complexes References3 Two Electron Systems I. Cyclopropyl-Allyl Cations II. Cyclopropanone-Oxyallyl and Related Systems References4 Four Electron-Three Atom Systems I. The Allene-Cyclopropyl Carbene Electrocyclization II. The Aziridinyl Cation III. The Cyclopropene-Vinylcarbene Reaction IV. Azirine-Vinylnitrene-Iminocarbene Conversions V. The Cyclopropyl Anion-Allyl Anion Process VI. Heterocycles Isoelectronic with the Cyclopropyl Anion References5 Four Electron-Four and Five Atom Systems I. Cyclobutene-Butadiene II. Cyclobutenes Containing Heteroatoms III. Four Electron-Five Atom Systems References6 Six Electron-Five Atom Systems I. Pentadienylidenes II. Butadienylnitrenes III. Pentadienyl Anions IV. Heteroatom Analogs of Pentadienyl Anions V. Dipolar Systems VI. Heteroatom Bearing Trienes References7 Six Electron-Six Atom Systems I. cis-Hexatrienes-Cyclohexadienes II. Heteroatomic Six Atom Systems III. Uses in Synthesis References8 Conjugated Systems with Eight or More π Electrons I. Eight Electron Systems II. Ten Electron Systems III. Long Conjugate Systems References9 Odd Electron Systems I. Quantitative Calculations II. Experimental Results ReferencesIndex
- No. of pages: 434
- Language: English
- Published: January 28, 1980
- Imprint: Academic Press
- eBook ISBN: 9780323150453