Synthesis of 4-methoxybiphenyl

Under a nitrogen atmosphere, palladium acetate (4.5 mg, 0.02 mmol), 2,2 -(l,3-phenylene)bisoxazoline (4.3 mg, 0.02 mmol) and 1,4-dioxane (4mL) were 

The ethereal suspension was passed through a Celite pad (10 g) in a Buchner funnel. The solvent was removed under reduced pressure with a rotary evaporator to give the crude product, which was purified by column chromatography (hexanes/EtOAc 10/1) to afford the coupling product. (0.177 g, 96%). 

Note This procedure has been scaled up to produce 1.70 g of the coupling product using the same amount of the catalyst (0.2 mol%). 

3-Phenylene)bisoxazoline, easily prepared from 1,3-dicyanobenzene and aminoethanol in the presence of catalytic amount of potassium carbonate/21 is stable in air, unlike phosphines. This catalytic system can be applied to the coupling reactions of a range of substrates as illustrated in the Table 4.4.[31 

6 PALLADIUM-CATALYSED REACTIONS OF HALOARYL PHOSPHINE OXIDES MODULAR ROUTES TO FUNCTIONALISED LIGANDS 

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