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New chiral enantiopure ureas and thioureas with (R,R)-TADDOL backbone were synthesized. Bis-(thio)ureas with C2 symmetry were obtained from TADDOL iso(thio)cyanates and bifunctional amino-(thio)ureas from TADDAMINE, respectively. These were tested for carboxylate recognition capacity and the association constant was determined for the most stable complex.

Chiral enantiopure bis(thio)ureas derived from TADDOL and their carboxylate complexation capacity