Triflic Salt–Catalyzed Coupling: Iron Triflate–Catalyzed Homocoupling of Aryl Bromides in the Presence of Metallic Magnesium

Abstract

In the presence of metallic magnesium, the homocoupling reaction of aryl bromides catalyzed by iron triflate was carried out readily in one pot. The catalyst was used successfully in this coupling reaction without preparation of Grignard reagent in advance. Meanwhile, the catalyst was recovered easily and reused smoothly with only a little loss of its activity.

Keywords:

• Aromatic bromide
• homocoupling
• iron triflate

Notes

^a Reaction condition: 5 mol% catalyst, 1 mmol PhBr, 2 mmol Mg, 3 mL solvent, room temperature; dbm, dibenzoyl methane; acac, acetylacetonate.

^b Isolated yield.

^c Quoted from Ref. 38.

Notes. Reaction condition: 5 mol% Fe(OTf)₃, 1 mmol PhBr, 2 mmol Mg, 3 mL THF, room temperature, and reaction time: 4 h.

^a Reaction conditions: 5 mol% Fe(OTf)₃, 1 mmol aryl bromides, 2 mmol Mg, 3 mL anhydrous THF, room temperature, and standard reaction time: 4 h.

^b Isolated yield.

^c Reaction time: 6 h.