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Pericyclic Reactions and Organic Photochemistry

Pericyclic Reactions and Organic Photochemistry. Instructor: Prof. S. Sankararaman, Department of Chemistry, IIT Madras. The aim of the course is to make students familiar with the concepts and applications in two important topics in advanced organic chemistry, namely concerted organic reactions and organic photochemistry. Pericyclic reactions are concerted organic reactions and are governed by Woodward-Hoffmann rules. Different methods of analysis of pericyclic reactions to arrive at the Woodward-Hoffmann rules will be presented. Synthetic applications and mechanisms of various pericyclic reactions will be discussed. Similarly the concepts involved in understanding organic photochemical reactions, their mechanisms and applications in organic synthesis will be presented. This course will uncover all the major topics in pericyclic reactions and organic photochemistry. In addition to lectures there will be tutorial sessions and assignments in this course. (from nptel.ac.in)

Lecture 17 - Sigmatropic Rearrangements: [1,5]-H and C Migrations and Cope Rearrangement


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Lecture 01 - Activation of Chemical Reactions, Thermal and Photochemical Methods
Lecture 02 - Molecular Orbitals of Polyene System and their Symmetry Properties
Lecture 03 - Introduction to Electrocyclic Reactions and Woodward-Hoffmann Rules
Lecture 04 - Electrocyclic Reactions - Examples of 3, 4 and 5 Membered Ring Systems (2e and 4e Systems)
Lecture 05 - Electrocyclic Reactions - Examples of 6 and Larger Ring Systems (6e and More)
Lecture 06 - Electrocyclic Reactions - Tutorial Session 1
Lecture 07 - Cycloaddition Reactions - Introduction and Woodward-Hoffmann Rules, [2π+2π] Cycloadditions
Lecture 08 - Cycloaddition Reactions - Ketene Cycloadditions
Lecture 09 - Cycloaddition Reactions - Diels-Alder Reaction, Woodward-Hoffmann Rule
Lecture 10 - Pericyclic Reactions - Diels-Alder Reaction, Synthetic Applications
Lecture 11 - Diels-Alder Reaction: Intramolecular, Hetero Diene and Dienophile, Lewis Acid Mediated, Asymmetric
Lecture 12 - 1,3 Dipolar Cycloaddition Reactions
Lecture 13 - 1,3 Dipolar Cycloaddition Reactions (cont.)
Lecture 14 - Pericyclic Reactions - [4π+4π], [4π+6π] and Higher Order Cycloaddition Reactions
Lecture 15 - Pericyclic Reactions - Cycloaddition Reactions, Tutorial Session 2
Lecture 16 - Pericyclic Reactions - Sigmatropic Rearrangements, Introduction and [1,3]-Migrations
Lecture 17 - Sigmatropic Rearrangements: [1,5]-H and C Migrations and Cope Rearrangement
Lecture 18 - Sigmatropic Rearrangement: Oxy-Cope and Claisen Rearrangement
Lecture 19 - Sigmatropic Rearrangements: Aromatic Claisen Rearrangement and Asymmetric Claisen Rearrangement
Lecture 20 - Sigmatropic Rearrangements: [2,3] Sigmatropic Shifts and Higher Order Rearrangement
Lecture 21 - Sigmatropic Rearrangements: Wittig Rearrangement and Higher Order Sigmatropic Shifts
Lecture 22 - Cheletropic Reactions - Introduction, SO2 Extrusion Reactions
Lecture 23 - Pericyclic Reactions - Tutorial Session 3, Problems of Sigmatropic Reactions
Lecture 24 - Pericyclic Reactions - Cheletropic Reactions, Elimination of N2, CO and CO2
Lecture 25 - Pericyclic Reactions - Ene Reaction
Lecture 26 - Tutorial Session 4
Lecture 27 - Introduction of Organic Photochemistry
Lecture 28 - Photochemistry of Alkenes: Cis-Trans Isomerization
Lecture 29 - Photochemistry of Alkenes: Di-π Methane Rearrangement, Paterno-Buchi Reaction
Lecture 30 - Photochemistry of Carbonyl Compounds: Norrish Type 1 and 2 Reactions
Lecture 31 - Photochemistry of Carbonyl Compounds: Enone and Dienone Photochemistry
Lecture 32 - Photochemistry of Nitrogen Compounds: Barton Reaction, Hofmann-Loffler-Freytag Reaction and Photo-Wolff Rearrangement
Lecture 33 - Photochemistry of Aromatic Compounds
Lecture 34 - Photoinduced Electron-Transfer Reactions