Shlenk flasks

The methods described below mainly employ Shlenk flasks. Some of the operations can be done in the glove box, and are not mentioned here. 

To a frame-dried 25 mL Shlenk flask was added 300 mg hexakis(4-iodophenyl)-peri-hexabenzocoronene 30 (0.173 mmol), 30 mg [Pd(PPh3)4] (2.5 mol% per iodo), 10 mg of Cul (5.0 mol% per I), and 20 mL piperidine. The mixture was degassed by bubbling argon for 15 min, then 403 mg dodecyne (2.076 mmol) was added. The suspension was heated to 50 °C overnight, cooled to RT, and 20 mL MeOH was added. The yellow precipitate was collected, followed by column chromatography (silica gel, PE/DCM = 3 2) to give 302 mg pure title compound as yellow powder (82%). 

---