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Site‐specifically deuterated organocatalysts were prepared and found to show improved reactivity over the non‐deuterated analogs. Two privileged C2‐symmetric chiral binaphthyl‐modified tetraalkylammonium salts were selected for this study. The stability of these phase‐transfer catalysts was generally improved by site‐specific deuteration, though the degree of improvement was structure dependent. In...
Incorporating deuteriums into the correct positions of organocatalysts increases their stability and robustness, just like the story of “The Three Little Pigs”: the first two pigs hastily construct houses made of straw and sticks (non‐deuterated and dideuterated catalysts), but they were quickly destroyed by the wolf′s huffing and puffing (OH−). In contrast, the third pig took time to build a sturdy...