2,2'-Bipyridine → HCID 68545727, compound

Participants

Reaction Conditions

Reaction Steps

To a 10 ml round bottom flask with a stir bar, 2,2′-bipyridine (32.8 mg, 0.21 mmol), copper (I) bromide (10.2 mg, 0.07 mmol), and α,α′-dibromo-p-xylene (18.5 mg, 0.07 mmol) were added. The flask was sealed with a rubber septum and the contents of the flask degassed by applying a vacuum and backfilling with argon. Degassed butyl acrylate (5.0 ml, 34.9 mmol) was added via syringe. The reaction mixture was heated at 100° C. and stirred. After six hours the reaction was viscous. Conversion was found to be 89% by 1H NMR; Mn=57,300, Mw/Mn=1.4. The reaction was cooled to 50° C. and then placed under vacuum to remove residual butyl acrylate. After 2 hours, degassed styrene (2.3 ml, 21 mmol) was added via syringe and the reaction heated to 100° C. After 12 h, the reaction was stopped. Conversion of the styrene was 85%; Mn=75,200, Mw/Mn=1.4. The polymer was purified by dissolving in THF and passing over alumina, followed by repeated precipitation into methanol. 1H NMR showed that the polymer contained 28% styrene.

Provenance & Evidence