Possibilities for enhancement of catalytic reaction rate by combining phase transfer catalysis and hydrogen bonding of the catalyst with the substrate and reagent were studied. A phase transfer catalyst library with sixty polystyrene-supported quaternary ammonium salt catalysts was synthesized. The reduction of acetophenone by NaBH, was used as the probing reaction to select out the most active catalyst in the library by using iterative method, which was the gel-type triethanolamine aminating strongly basic anion exchange resin with the crosslinking degree of 2% A hydrogen bonding assisted catalytic mechanism was proposed to explain the high catalytic activity of the catalyst. Possibilities for enhancement of catalytic reaction rate by combining phase transfer catalysis and hydrogen bonding of the catalyst with the substrate and reagent were studied. A phase transfer catalyst library with sixty polystyrene-supported quaternary ammonium salt catalysts was synthesized. The reduction of acetophenone by NaBH, was used as the probing reaction to select out the most active catalyst in the library by using iterative method, which was the gel-type triethanolamine aminating strongly basic anion exchange resin with the degree of crosslinking of 2% A hydrogen bonding assisted catalytic mechanism was proposed to explain the high catalytic activity of the catalyst.