1.2 mmol of acetylene and 1 mmol of the corresponding halobenzene
were mixed in 3 mL of distilled water in a one-neck balloon. Amounts
of 20 mg of UiO-66-NH2@cyanuric chloride/2-aminopyrimidine/PdNPs catalyst and 2 mmol of K2CO3 were
added to this mixture, and the temperature was raised to 50 °C
and kept stirring for an appropriate time (
an n-Hex:EtOAc 8:1 solvent ratio. After the completion
of each reaction, the catalyst was filtered, washed with ethanol,
and dried at 60 °C for 20 min. The filtered solution was cooled
to ambient temperature, and its organic content was extracted with
pure diethyl ether (Et2O). Column chromatography was hired
to purify the products in a solvent ratio of n-hexane:ethyl
acetate of 1:4. The physical data (melting point), FT-IR, and NMR
techniques were used for the identification of the products (