4-Chlorotoluene → 4-Methylbiphenyl

Participants

Reaction Steps

The general procedure above was followed using 4-methylchlorobenzene (127 mg, 1.0 mmol) and PhB(OH)2 (183 mg, 1.5 mmol) with Pd2(dba)3 (20 mg, 0.0218 mmol) and PhPH(O)(CHMe2) from Experiment 1 (14.7 mg, 0.0874 mmol) and CsF (456 mg, 3.0 mmol) in 4.0 mL of 1,4-dioxane. After 12 h, the reaction mixture was chromatographed with 5% ethyl acetate/hexane to give 52 mg (31% yield) of 4-phenyltoluene. It was >95% pure by 1H NMR and GC/MS.

Provenance & Evidence