Procedures for solid-supported phenylacetylene chemistry

1 General Procedure A Pd(0)-Catalyzed Coupling Reactions (Except for THmethylsilylacetylene) 

A flask equipped with a heavy-walled side-arm was charged with polymer-supported terminal acetylene (1.0 equiv.), oligomeric aryl iodide (1.1 equiv.), bis(dibenzylideneacetone)palla-dium(O) (22 mequiv.), triphenylphosphine (110 mequiv.), and copper(l) iodide (22 mequiv.). The flask was evacuated and back-filled with dry nitrogen three times, a degassed mixture (4.5 mL/g of polymer) of triethylamine (2 parts) and AyV-dimethylformamide (1 part) was added, the flask was sealed, and the suspension was stirred at 65 °C for 24 h. The polymer was transferred to a tared fritted filter using MeOH, washed sequentially (ca. 30 mL/g of polymer) with MeOH, DMF, CH2CI2, MeOH, a solution of sodium diethyldithiocarbamate (377 mg) and diisopropylethylamine (0.33 mL) in DMF (33 mL), DMF, CH2CI2, and MeOH, and dried in vacuo. 

2 General Procedure B Pd(0)-CataIyzed Coupling with IMmethylsilylacetylene 

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