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- Title
Inherently Chiral Resorcin[4]arenes with Urea and Amide Side Arms: Synthesis, Structure and Chiral Recognition.
- Authors
Wiegmann, Sebastian; Fukuhara, Gaku; Neumann, Beate; Stammler, Hans‐Georg; Inoue, Yoshihisa; Mattay, Jochen
- Abstract
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.
- Publication
European Journal of Organic Chemistry, 2013, Vol 2013, Issue 7, p1240
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201201272