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Full Screen- TITLE
- DECLARATION
- CERTIFICATE
- ACKNOWLEDGEMENT
- CONTENTS
- Preface
- ABBREVIATIONS
- 1 A BRIEF REVIEW OF THE DIPOLAR CYCLOADDITION REACTIONS OF QUINONOID COMPOUNDS
- 1.1. General Introduction
- 1.2. Benzoquinones
- 1.2.1. Diels-Alder reactions of o-quinones
- 1.2.2. Dipolar cycloadditions of benzoquinones
- 1.2.2.a. Reaction with diazomethane
- 1.2.2.b. Reaction with azomethine ylide
- 1.2.2.c. Reaction with mesoionics
- 1.2.2.d. Reaction with nitrile oxides
- 1.2.2.e. Reaction with zwitterionic species
- 1.3. Isatins
- 1.4. Quinoneimides
- 1.4.1. Stability and synthesis
- 1.4.2. Chemistry of quinoneimides
- 1.4.2.a. Addition reactions of quinoneimides
- 1.4.2.b. Cycloaddition reactions of quinoneimides
- 1.5. Definition of the problem
- 1.6. Theoretical considerations
- Fig. 5: Sustmanns Classification
- 1.6.1. Geometries and electronic structure of 1, 3-dipoles
- a. Closed shell i, 3-dipoles or Zwitterions
- b. l, 3-Dipoles with weak diradical character
- c. 1, 3-Dipoles with moderate diradical character
- d. 1, 3-Dipoles with strong, diradical character
- 1.7. References
- 2 FORMAL[3+2] AND[2+3] DIPOLAR CYCLOADDITION OFALLYLSILANES TO QUINONOID COMPOUNDS
- 2.1. Introduction
- 2.1.1. Allylsilane as dipoles
- 2.1.2. Mechanistic aspects
- 2.1.3. The present work
- 2.2. Results and discussion
- 2.2.1. Reaction of allylsilane with o-quinones
- 2.2.2. Reaction of allylsilane with isatins and its derivatives
- 2.2.3. Reaction of allylsilane with quinoneimides
- p-Quinone diimides
- Fig. 11: I3c NMR spectrum of 18a
- Fig. 12: Single crystal X-ray structure of 18a
- Fig. 14: I3c NMR spectrum of 19a
- p-Quinone monoimides
- o-Quinoneimides
- 2.3. Experimental
- 2.3.1. Preparation of quinoneimides
- Preparation of 1, 4-benzoquinone ditoluenesulfonimide (5a)
- Preparation of 2, 5-dimethyl-1, ddibenzenesulfonimide (5b)
- Preparation of 1, 4-benzoquinonedibenrimide (5c)
- Preparation of 4-methyl-l, 2-benzoquinonedibenzenesulfonimide (7a)
- Experimental Procedures and Data for the Compounds Synthesized
- 2.4. References
- 3 DIPOLAR CYCLOADDION OF para QUINONES AND para QUINONEIMIDES WITH CARBONYL COMPOUNDS
- 3. 1. Introduction
- 3.1.1. Present study
- 3.2. Results and discussion
- 3.2.1. Reaction of carbonyl ylides with p-quinones
- 3.2.2. Reaction of carbonyl ylides with p-quinoneimides
- 3.3. Theoretical considerations
- 3.4. Experimental
- 3.5. References
- Summary
- List of Publications