Magnesium → HCID 86720839, compound

Participants

Reaction Steps

After addition of magnesium powder (659 mg, 27.1 mmol) to 200 mL of THF in a nitrogen atmosphere, the mixture was refluxed at the boiling point and thereafter a solution of the 3-bromo-7,7-dimethylbenzo[a]phenalene (17.5 g, 54.2 mmol) in 800 mL of THF was added dropwise and the mixture was stirred for 1 hour. Then, tetrakis(triphenylphosphine)palladium (624 mg, 0.542 mmol) was added to the reaction solution and the mixture was refluxed at the boiling point for 2 hours to obtain 3-(7,7-dimethylbenzo[a]phenalen-3-yl)7,7-dimethylbenzo[a]phenalene at a yield of 56%. The 3-(7,7-dimethylbenzo[a]phenalen-3-yl)7,7-dimethylbenzo[a]phenalene (3.00 g, 6.16 mmol) and anhydrous aluminum chloride (4.11 g, 30.8 mmol) were dispersed in 400 mL of chlorobenzene and the dispersion was heated to 80° C. and stirred for 5 hours to synthesize Illustrative Compound A-4 at a yield of 33%.

Provenance & Evidence