Inherently Chiral Resorcin[4]arenes with Urea and Amide Side Arms: Synthesis, Structure and Chiral Recognition Wiegmann, Sebastian Wiegmann Sebastian Fukuhara, Gaku Fukuhara Gaku Neumann, Beate Neumann Beate Stammler, Hans-Georg Stammler Hans-Georg Inoue, Yoshihisa Inoue Yoshihisa Mattay, Jochen Mattay Jochen Starting from an inherently chiral aminomethyl-substituted resorcin[4]arene, a series of urea and amide derivatives were synthesized; these new functionalities extend the macrocycle cavity and introduce new opportunities for chiral recognition. A pair of diastereomeric macrocycles was obtained by introducing (S)-(-)-1-phenylethyl-urea functionalities. Chiral recognition capabilities of the diastereomeric hosts were investigated by circular dichroism spectral titration to reveal modest R/S selectivities of up to 1.4 for mandelic acid and other related carboxylic guests. 2013 7 1240-1245 1240-1245 Wiley-Blackwell 2013