Structure & Bonding

• Structure & Bonding
• Electron Configurations of Atoms
• Chemical Bonding & Valence
• Charge Distribution in Molecules
• The Shape of Molecules
• Isomers
• Analysis of Molecular Formulas
• Atomic and Molecular Orbitals

Intermolecular Forces

• Boiling & Melting Points
• Hydrogen Bonding
• Crystalline Solids
• Water Solubility

Chemical Reactivity

• Reaction Classification
• Reaction Variables
• Reaction Mechanisms
• Reaction Illustrations

Aromaticity

• Benzene
• Fused Ring Compounds
• Other Aromatic Compounds
• The Hückel Rule

Nomenclature

• Alkanes
• Cycloalkanes
• Alkenes & Alkynes
• Substituted Benzenes
• Other Functional Groups

Stereoisomers Part I

• Alkene Configurational Isomers
• Cycloalkane Configurational Isomers
• Conformational Isomers
• Ethane
• Butane
• Cycloalkanes
• Substituted Cyclohexanes

Stereoisomers Part II

• Chirality & Symmetry
• Enantiomorphism
• Optical Activity
• Configurational Nomenclature
• Compounds with Several Stereogenic Centers
• Stereogenic Nitrogen
• Fischer Projection Formulas
• Achiral Diastereomers
• Other Configurational Notations
• Resolution
• Conformational Enantiomorphism

Chemical Reactivity

1. Monometallic complexes
   • Ligand type
   • Characteristics
2. Bimetallic complexes
   • Metal-metal bond
   • Cluster
   • The isolobal analogy

Structures and bonding

1. Isomerism
   • Structural isomerism
   • Stereoisomerism
   • Enantiomers
2. Bond theories
   • Electron configuration
   • Ligand field theory (LFT)
   • Molecular orbital (MO) theory

Properties

1. Stability (thermodynamic)
   • Equilibrium constant
   • Predominance diagram
   • Affecting factors
2. Inertness (kinetic)
   • Reaction rate
   • Affecting factors
   • Trans effect (square planar complex)
   • Cis effect (octahedral complex)
3. Redox
   • Jahn–Teller effect
   • Outer sphere mechanism
   • Inner sphere mechanism
   • Non-innocent ligands (redox-active ligands)
4. Color
   • Electronic transitions
   • Mechanism of observed color
   • Selection rules
   • Charge transfer (CT) transitions
   • Orgel diagrams
   • Tanabe-Sugano diagrams
5. Luminescence
   • Basics
   • Jablonski diagram
   • Fluorescence
   • Phosphorescence
6. Magnetism
   • Units and constants
   • Magnetic properties
   • Magnetic moment
   • Cooperative magnetism
   • Spin crossover

Reactions

1. Redox reactions
   • Outer-sphere electron transfer
   • Inner-sphere electron (atom) transfer
   • Oxidative addition
   • Reductive elimination
   • σ bond metathesis
   • Oxidative coupling
   • Reductive fragmentation
2. Nucleophilic reactions
   • Nucleophilic addition
   • Nucleophilic substitution
   • Deprotonation
   • Nucleophilic abstraction
   • Side electron-transfer
3. Electrophilic reactions
   • Electrophilic addition
   • Electrophilic substitution
   • Electrophilic abstraction
4. Ligand substitution reactions
   • Non-redox reactions
   • Pairwise mechanisms
   • Electron-transfer chain mechanism
   • Atom-transfer chain mechanism
   • X ligand substitution
5. Migratory insertion and extrusion
   • CO insertion
   • Carbene insertion and extrusion
   • Alkenes and alkynes insertion
   • Isonitrile insertion
   • Outer sphere insertions
   • Elimination

Classification

1. Monohapto X ligands
   • Alkyl
   • Metallocycles
   • Aryl, vinyl, acyl
   • Alkynyl, cyano
   • Silyl, stannyl
   • Hydride
   • Sigma complexes
   • Alkoxy, amido
2. Monohapto L ligands
   • Carbonyls
   • Isoelectronic to CO
   • Dioxygen
   • Phosphanes
   • Weak L ligands
3. Metal-ligand multiple bonds
   • Carbene
   • Carbyne
   • N-heterocyclic carbenes (NHCs)
   • Carbene analogues
   • Multiple bonds to heteroatoms
4. π complexes
   • Olefin
   • Diene and analogs
   • Alkyne
   • Allyl and polyenyl
   • Arene
5. Sandwich complexes
   • Metallocenes
   • Multiple-decker sandwich
   • Non-sandwich metallocenes
   • Bis-arene sandwiches
   • Mixed sandwiches
   • Multimetallic sandwiches
   • Inverse sandwiches
6. Ionic and polar metal-carbon bonds
   • Alkali metals (group 1)
   • Alkali-earth metals (group 2)
   • Rare earth metals (group 3, lanthanides, actinides)
7. Covalent main group complexes
   • Coinage metals (group 11)
   • Spodium metals (group 12)
   • Triel (group 13)
   • Tetrel (group 14)
   • Pnictogen (group 15)
   • Chalcogen (group 16)
8. Special classes
   • Pincer ligand
   • Tripodal ligand
   • Ring shape ligand
   • C2-symmetric ligand (privileged ligand)
   • Ambiphilic ligand

Characterization

1. Nuclear magnetic resonance (NMR) spectroscopy
   • ¹H NMR spectroscopy
   • ¹³C NMR spectroscopy
   • ³¹P NMR spectroscopy
   • Dynamic NMR
   • Spin saturation transfer
   • T¹ and Nuclear Overhauser Effect (NOE)
   • Paramagnetic NMR
2. Electron paramagnetic resonance (EPR) spectroscopy
3. Single crystal X-ray diffraction (SC-XRD)
4. Infrared (IR) spectroscopy
5. Magnetic circular dichroism (MCD) spectroscopy
6. Mass spectrometry (MS)
7. Elemental analysis (EA)
8. X-ray spectroscopy

Catalysis

1. Catalytic cycles
   • Homogeneity
   • Thermodynamics
   • Kinetics
   • Mechanism, intermediates, kinetic competence
   • Cooperative catalysis
   • Deactivation
   • Choice of Metal and Ligands
2. Olefin hydrogenation
3. Olefin hydroelementation
4. Olefin metathesis
5. Olefin isomerization
6. Olefin polymerization and oligomerization
7. Oxidation and epoxidation
8. C-H activation and functionalization
9. Carbonylation and carboxylation
10. Photocatalysis and electrocatalysis
11. Bio-organometallic and enzymatic catalysis
12. Heterogeneous catalysis

Organic synthesis

1. Protection and stabilization
2. Reactions on hydrocarbon ligands
3. C-C bond formation
4. C-O and C-N bond formation
5. Oxidative coupling reactions
6. Metal-carbene complexes in organic synthesis

Applications

1. Organometallic materials
   • Bulk materials
   • Porous materials
   • Metal Organic Frameworks (MOFs)
   • Porous Organic Polymers (POPs)
   • Organometallic Polymers
   • Molecular Wires
   • Molecular Electronics
   • Nonlinear Optical (NLO) Materials
   • Organic Light-Emitting Diodes (OLEDs)
   • Sensors and Photosensitizers
   • Single-Molecule Magnets (SMMs)
2. Medicinal organometallic
   • Chelation therapy, Radiotherapy, Chemotherapy
   • Anticancer agents
   • Antibacterial agents
   • Anti-infectant agents
   • Anti-inflammatory agents
   • Anti-diabetic agents
   • Neurological drugs
   • Delivery probes and diagnostic tools