Subsections
[Cr:4, Lc:3, Tt:0, Lb:0]
- Reactive intermediates and rearrangement reactions: Carbenes,
nitrenes, isonitrenes, carbocations, carbanions, radical involved
reactions and mechanisms. Selected rearrangement reactions: Beckmann,
Benzilic acid, Benzidine, Cope, Curtius, Favorskii, Fries, Hofmann,
Lossen, Pinacol, Wolf, Wagner-Meerwein, Schmidt, Sommelet-Hauser.
- Thermodynamic vs kinetic control. Curtin-Hammett principle, Hammonds
postulates.
- Mechanism of organic transformations involving potential reactive
intermediates, their generations, stability, and applications in
reactions & rearrangements. Labeling and kinetic isotope effects,
solvents and their effect on course of a reaction.
- Aromaticity and anti-aromaticity: Types Hückel and Craig's rules,
homo, hetero (furan, thiophene and pyrrole) and nonbenzenoid aromatic
systems. Aromaticity of annulenes. mesoionic compounds, metallocenes,
cyclic carbocations and carbanions. Aromatic substitution reactions of
aromatic systems and hetero aromatic compounds (electrophilic,
nucleophilic and through benzynes)-radical substitution of arynes.
Orientation effects of substituents in aromatic electrophilic
substitutions. Hammett equation.
- Pericyclic reactions: Classification, mechanism, Conservation of
orbital symmetry and stereo course of electrocyclic, cycloaddition and
sigmatropic reactions. Woodward-Hoffmann rules. Claisen rearrangement.
Stereo aspects of Diels-Alder reaction and Cope rearrangement.
Sommelet-Hauser, Retro Diels-Alder, Ene, cheletropic and cis
elimination reactions. Synthetic applications.
- Photochemical processes: Jablönski diagram and fluorescence emmission,
singlet and triplet states and their reactivity. Energy transfer,
sensitization and quenching. Photoreactions of carbonyl compounds,
enes, dienes, and arenes. Norrish reactions. Patterno-Buchi, Barton,
photo-Fries and Di-
-methane rearrangement
reactions. Photoreactions of Vitamin D. Photochemistry of vision and
photosynthesis. Singlet oxygen generation and reactions. Applications
of photoreactions, The Photochemistry of nitrenes and azo compounds.
- P. Deslongchamps, Stereoelectronic Effects in Organic
Chemistry, Elsevier (1983).
- N. J. Turro, Modern molecular photochemistry, University
Science Books (1991).
- F. A. Carey, R. J. Sundberg, Advanced Organic Chemistry Part A:
Structure and Mechanism & Part B: Reactions and Synthesis, 5th Ed,
Springer, New York (2007).
- J. Clayden, N. Greeves, S. Warren, P. Wothers, Organic
Chemistry, Oxford University Press, New York (2006).
- L. G. Wade Jr., M. S. Singh, Organic Chemistry, Indian Edition,
6th Ed, Pearson Education Inc, New Delhi (2008).
- D. Bethall, Advances in Physical Organic Chemistry, Volume 29,
Academic Press (1994).
- J. Kagan, Organic Photochemistry, Academic Press (1993).
