Topics in "Radicals in Chemistry and Biology"

1. Radical stability
    1.1 Some definitions: persistent and transient radicals
    1.2 Thermodynamic stability of C-centered radicals
        1.2.1 Stabilization through inductive effects
        1.2.2 Resonance stabilization
        1.2.3 Stabilization through lone-pair donors
        1.2.4 Stability of highly substituted radicals
    1.3 Thermodynamic stability of heteroatom-centered radicals
        1.3.1 Stability of N-centered radicals
        1.3.2 Stability of O-centered radicals
        1.3.3 Stability of S-centered radicals

2. Elementary radical reactions
    2.1 Generation of radicals
        2.1.1 Thermal decomposition of azo compounds
        2.1.2 Thermal decomposition of peroxides and hyponitrites
        2.1.3 Thermal decomposition of Alkoxyamines
        2.1.4 Molecule-induced radical formation (MIRF) reactions
        2.1.5 Oxidation of boranes
        2.1.6 Reduction reactions with samarium diiodide
        2.1.7 Redox-mediated radical formation
        2.1.8 Photoredox catalysis
    2.2 Unimolecular radical reactions
        2.2.1 Cyclization reactions
        2.2.2 Ring-opening reactions
        2.2.3 Radical migration reactions
        2.2.4 Fragmentation reactions
    2.3    Bimolecular radical reactions
        2.3.1 Hydrogen atom transfer
        2.3.2 Halogen atom transfer
        2.3.3 Radical addition reactions to alkenes and alkynes
        2.3.4 Radical recombination reactions

3. Radical chain reactions
    3.1 Fundamental aspects of chain reactions
    3.2 Two-step chain reactions
    3.3 Three-step chain reactions

4. Radical reduction reactions
    4.1 Reduction of halides
    4.2 Reduction of alcohols
    4.3 Reduction of other functional groups

5. C-C Bond forming reactions
    5.1 Addition to alkenes
        5.1.1 Reductive trapping
        5.1.2 Trapping with halide donors
        5.1.3 Trapping by alkylation
        5.1.4 Oxidative trapping
        5.1.5 Trapping through radical recombination
    5.2 Radical addition to alkynes
    5.3 Radical addition to aromatic systems

6. Stereochemistry of radical reactions
    6.1 Cyclic systems
        6.1.1 5-Membered ring systems
        6.1.2 6-Membered ring systems
    6.2 Acyclic systems
    6.3 Lewis-acid catalysis

7. Radical-Ion chemistry
    7.1 Cycloaddition reactions
    7.2 Nucleophilic substitution in radicals (SRN1 reaction)
    7.3 Reactions of amine radical cations
    7.4 Radical-induced elimination reactions

8. Chemistry of diradicals
    8.1 Enediynes
    8.2 Enyne-allenes

9. Radical-mediated degradation of biopolymers
    9.1 Degradation of Oligonucleotides
    9.2 Degradation of fats, oils and lipids
    9.3 Degradation of peptides and proteins

10. Radicals in enzymatic catalysis
    10.1 Cytochrome P450 enzymes
    10.2 TET enzymes
    10.3 Coenzyme B12-mediated reactions
    10.4 S-Adenosyl methionine (SAM)-mediated reactions
        10.4.1 Pyruvate formate lyase (PFL)
        10.4.2 Lysine-2,3-aminomutase (LAM)
    10.5 Ribonucleotide reductases