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🔩 Metal-Catalyzed Reaction · Method

Organometallic Reaction

Metal 'glues' C–C bonds together
🎯 Difficulty ★★★ Advanced Duration About 6–10 h 🎯 Use Metal complexes catalyze C–C/C-heteroatom couplings to build frameworks.
📖 Principle
A metal couples two fragments into a C–C bond, then regenerates itself.
Below are 5 steps. Open each to see how to do it and add products to your shared list.

📋 Workflow

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1

Anhydrous/O₂-free setup

30 min
Use rigorously anhydrous, O₂-free solvent and apparatus under inert gas.
💡 Tip Glovebox transfer is most reliable
⚠️ Caution Air kills organometallic reagents
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2

Prepare organometallic reagent

40 min
Prepare a Grignard/organolithium or aliquot a commercial reagent; titrate concentration.
💡 Tip Titrate to find effective concentration
⚠️ Caution Reactive reagents need cold, careful addition
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3

Coupling/addition reaction

3–6 h
Add the organometallic slowly at low T, stir to complete coupling or addition.
💡 Tip Add dropwise to avoid local overheating
⚠️ Caution Strongly exothermic; keep on ice
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4

Quench workup and metal removal

1–2 h
Quench residual reagent carefully at low T, extract, remove metal with scavengers.
💡 Tip Quench dropwise with cold water/sat. NH₄Cl
⚠️ Caution Quench is exothermic—prevent splashing
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5

Purify and confirm

1 h
Purify by column; confirm product and residual metal by LCMS/NMR/ICP.
💡 Tip Pharma requires ppm-level metal check
⚠️ Caution Residual Pd is active—remove thoroughly
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⚠️ 5 Common Beginner Mistakes

  • Moisture hydrolyzes the reagent
  • Fast addition overheats
  • Wrong metal/ligand ratio cuts activity
  • Harsh quench loses product
  • Residual metal fails quality

❓ FAQ

+Titrate Grignard?
Titrate with menthol/1,10-phenanthroline indicator.
+When need a glovebox?
For extremely sensitive reagents or ultra-dry steps.
+Lower residual Pd?
Use scavenger resin, charcoal, or precipitation, then verify.

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Data authenticity: Product categories from JW Supply Chain standard taxonomy; method→step→product connected. Last updated: 2026-08-23 · v3.0