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FRONTIER ORBITAL AND SYMMETRY CONTROLLED PERICYCLIC REACTIONS
Dr. Ratan Kumar Kar
First Published: 2010
Reprint: 1
ISBN: 978-81-87134-64-0
Pages: 290

CONTENTS 

- Introduction
- What are pericyclic reactions?
- Utility of pericyclic reactions
- Classification of pericyclic reactions
- Electrocyclic reactions
- Cycloaddition reactions
- Cheletropic reactions
- The ene reactions
- Group transfer reactions
- Sigmatropic rearrangements
- Phase and symmetry of orbitals
- Construction of pMO diagram showing node, HOMO, LUMO, SOMO, BMO, ABMO, NBMO, m–S, C2–S and electron occupancy
- Symmetry allowed and symmetry forbidden in the pericyclic reactions
- Conservation of orbital symmetry and activation energy
- Disrotatory and conrotatory ways of movements in pericyclic reactions
- Suprafacial and Antarafacial modes of interactions (cycloaddition)
- Components in pericyclic reactions
- Notations of pericyclic reactions
- Systems involving 4q and (4q+2) electrons in the pericyclic reactions
- Theory and Predictability of pericyclic reactions
- Mechanistic explanation of electrocyclic reactions with symmetry property
- Mechanistic explanation of electrocyclic reactions with frontier molecular orbital theory (FMO approach)
- Mechanistic explanation of electrocyclic reactions with perturbational molecular orbital (PMO approach) theory: Huckel–Mobius method
- Mechanistic explanation of cycloaddition reactions
- Application of perturbational molecular orbital (PMO) method to cycloaddition reactions: Huckel-Mobius method
- Mechanistic explanation of cheletropic reactions with FMO approach
- Mechanistic explanation of ‘Ene’ and ‘Grouptransfer’reaction with FMO approach
- Mechanistic explanation of [1,j]-sigmatropic rearrangement
- Mechanistic explanation of [2,3] and [4,5]-sigmatropic rearrangement
- Mechanistic explanation of ionic sigmatropic rearrangement
-  Mechanistic explanation of [3,3]-sigmatropic rearrangement
- Periselectivity in pericyclic reactions
- Retrosysnthesis via pericyclic reactions

ABOUT THE BOOK: An indispensable book meant for the Undergraduate (Hons./Major) & Postgraduate students of Chemistry. Also useful to the students preparing for various competitive examinations like NET (CSIR), GATE, SLET, IAS, etc. At one time the pericyclic reactions were dubbed as ‘no mechanism reactions’. In a brilliant series of papers R.B. Woodward (Nobel prize for Chemistry, 1965) together with R. Hoffmann (Nobel prize for Chemistry, 1980) expounded the theory of conservation of orbital symmetry, which rationalized the course of pericyclic reactions. The theory proposed is known as the conservation of orbital symmetry. K. Fukui proposed another explanation based upon the frontier molecular orbitals. The theory proposed is known as the frontier molecular orbital (FMO) method. The Woodward and Hoffmann’s selection rules and Huckel-Mobius PMO methods are also used for the explanation of pericyclic reactions. These four theories are elaborately discussed in this text on the basis of M.O. theory and symmetry analysis with various examples including stereo feature. Model questions and answers in the last pages are important features of this book. After ionic and radical, mechanism, ‘Frontier orbital and symmetry controlled’ explanation of pericyclic reaction is the addition of third dimension mechanism in organic chemistry.

ABOUT THE AUTHOR: Dr. Ratan Kumar Kar is Reader, Department of Chemistry, Vivekananda College, Kolkata. He has an MSc from the University of Calcutta and a Ph.D. in Chemistry from the University of Jadavpur. Dr. Kar has authored two textbooks “Application of Redox and Reagents in Organic Synthesis” — Vol-I and “Fundamentals of Organic Synthesis: The retrosynthetic Analysis”—vol-II. He has published several research papers in international journals. His research interest includes Organic Synthesis and Photochemistry.