HUNTERTUTORING

Organometallic chemistry intro

Undergraduate · Chemistry

Syllabus focus

Topics typically covered

Standard syllabus

Fundamentals of organometallic compounds

  • Definition and classification of organometallic compounds
  • 18-electron rule and electron counting
  • Common ligand types: CO, phosphines, alkyls, aryls, η-ligands
  • Oxidation states of transition metals in organometallics
  • Coordination geometries in organometallic complexes
  • Metal–carbon bond strengths and reactivity trends
  • Nomenclature of organometallic compounds
  • Stability and sensitivity: air, moisture, temperature
  • Historical development: Zeise's salt to modern catalysis
  • Overview of d-block organometallic chemistry

Key reactions and mechanisms

  • Oxidative addition and reductive elimination
  • Insertion reactions: migratory insertion, β-hydride elimination
  • Nucleophilic attack on coordinated ligands
  • Transmetalation in cross-coupling catalysis
  • Ligand substitution in 16- and 18-electron complexes
  • Associative vs dissociative substitution mechanisms
  • Electron counting in catalytic cycles
  • Role of ancillary ligands in tuning reactivity
  • Spectator vs participating ligands
  • Curved-arrow mechanisms for organometallic steps

Catalytic cycles and named reactions

  • Wilkinson's catalyst: alkene hydrogenation
  • Monsanto acetic acid process: rhodium-catalyzed carbonylation
  • Hydroformylation: cobalt and rhodium catalysts
  • Olefin metathesis: Grubbs catalysts (overview)
  • Palladium-catalyzed cross-coupling: Suzuki, Heck, Sonogashira
  • Buchwald–Hartwig amination (introduction)
  • Asymmetric hydrogenation with chiral phosphine ligands
  • Ziegler–Natta and metallocene olefin polymerization
  • Shilov system and C–H activation (overview)
  • Industrial relevance of each catalytic process

Characterization and synthesis

  • Synthesis under inert atmosphere: Schlenk techniques
  • NMR of organometallics: fluxionality and dynamic behavior
  • IR spectroscopy of metal–CO and metal–hydride stretches
  • X-ray crystallography for structure determination
  • Cyclic voltammetry of redox-active complexes
  • Decomposition pathways and handling precautions
  • Common starting materials: metal carbonyls, metal halides
  • Ligand exchange and synthesis of phosphine complexes
  • Scale-up considerations for organometallic reactions
  • Green alternatives in organometallic catalysis

STEM / applied

Laboratory and applications

  • Air-sensitive synthesis of ferrocene or similar complex
  • Catalytic hydrogenation demonstration
  • Cross-coupling reaction at small scale
  • Glovebox operation and inert gas techniques
  • GC analysis of catalytic reaction products
  • Literature search for catalytic procedures
  • Process chemistry perspective on catalytic steps
  • Pharmaceutical applications of cross-coupling
  • Fine chemical synthesis using organometallic catalysis
  • Safety with pyrophoric reagents and carbon monoxide

Applied organometallic chemistry

  • Homogeneous vs heterogeneous catalysis in industry
  • Battery and energy materials: organometallic precursors for CVD
  • OLED and display technology: organometallic emitters
  • Agrochemical synthesis via catalytic methods
  • Petrochemical refining catalysis
  • Academic research trends in C–H activation
  • Nobel Prize discoveries in organometallic chemistry
  • Career paths in catalysis and process chemistry
  • Intellectual property in catalyst ligand design
  • Case studies in catalyst commercialization

Study units

Each unit includes a study guide, worksheets, review, practice test, and answer key. One unit is free; subscribe for the full class.

  • Fundamentals of organometallic compounds

    Definition and classification of organometallic compounds

    Coming soon
  • Key reactions and mechanisms

    Oxidative addition and reductive elimination

    Coming soon
  • Catalytic cycles and named reactions

    Wilkinson's catalyst: alkene hydrogenation

    Coming soon
  • Characterization and synthesis

    Synthesis under inert atmosphere: Schlenk techniques

    Coming soon

Notes

Introduction to organometallic chemistry for undergraduates. Topics reflect common organometallic intro syllabi at US colleges and universities. Prior inorganic and organic chemistry background required. Air-sensitive lab work may be demonstrated or simulated depending on facilities.