🏠 Home / By Experiment / Metal-Catalyzed Reaction / C–H Functionalization 中文 EN
🔥 Metal-Catalyzed Reaction · Method

C–H Functionalization

Skip pre-activation, hit the C–H bond directly
🎯 Difficulty ★★★ Advanced Duration About 7–12 h 🎯 Use Directly functionalize inert C–H bonds to form new C–C/C-hetero bonds.
📖 Principle
A directing group and metal 'grab' a C–H, then swap it for the desired group.
Below are 5 steps. Open each to see how to do it and add products to your shared list.

📋 Workflow

Full workflow, products add-to-cart directly
1

Setup and reagents

30 min
Prepare anhydrous solvent, oxidant, and metal catalyst under inert atmosphere.
💡 Tip Oxidant choice governs the catalytic cycle
⚠️ Caution Often high T/P—ensure venting and safety
🧪 Materials for this step (click to shop by spec/brand)
2

Substrate and directing group

20 min
Weigh the directing-group substrate and fix the ratio to the coupling partner.
💡 Tip Have a built-in or designed directing group
⚠️ Caution Missing directing group loses site selectivity
🧪 Materials for this step (click to shop by spec/brand)
3

Thermal C–H activation

4–8 h
Heat in solvent (often 80–120℃) with stirring; sample periodically.
💡 Tip Sealed vial better holds temperature
⚠️ Caution High T with flammable solvent needs care
🧪 Materials for this step (click to shop by spec/brand)
4

Reoxidize and workup

1 h
Complete the cycle with oxidant, then extract/filter to remove metal.
💡 Tip Peroxide or Ag salt serves as terminal oxidant
⚠️ Caution Pick oxidant to avoid over-oxidation
🧪 Materials for this step (click to shop by spec/brand)
5

Purify and confirm site

1 h
Purify by column; confirm insertion site by NMR/2D (e.g. HMBC).
💡 Tip 2D NMR pins down which C–H was replaced
⚠️ Caution Carefully assign regiochemistry
🧪 Materials for this step (click to shop by spec/brand)

⚠️ 5 Common Beginner Mistakes

  • Weak directing group loses selectivity
  • Wrong oxidant over-oxidizes
  • Low T inert, high T fragments
  • Incomplete metal removal pollutes
  • Wrong site assignment misreads structure

❓ FAQ

+Benefits of C–H activation?
Skip pre-functionalization—high atom/step economy.
+Can directing groups be recycled?
Some are designed removable/recyclable depending on structure.
+Selectivity and scope?
Heavily dependent on directing group/catalyst; screen per substrate.

🧾 My Cart

Items selected on the product page are shared here
Nothing added yet
🛒 Go to Products
Data authenticity: Product categories from JW Supply Chain standard taxonomy; method→step→product connected. Last updated: 2026-08-23 · v3.0