Conformationally imprinted receptors: atropisomers with "write", "save", and "erase" recognition properties.
[reaction: see text] An atropisomeric receptor with "write", "save", and "erase" recognition properties is presented. The receptor adopts a complementary conformation when heating in the presence of an ethyl adenine-9-acetate guest molecule. This complementary hydrogen bonding conformation is "saved" upon cooling to room temperature due to the reestablishment of restricted rotation and is stable even upon removal of the guest. Finally, the atropisomeric receptor can be "erased" by heating in the absence of the guest.
Degenhardt
Charles F
CF
Department of Chemistry and Biochemistry, University of South Carolina, Columbia, South Carolina 29208, USA.
Lavin
Judith M
JM
Smith
Mark D
MD
Shimizu
Ken D
KD
D000085:Acetates / Q000737:chemistry*; D000225:Adenine / Q000031:analogs & derivatives* / Q000737:chemistry; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D007536:Isomerism; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation
D000085:Acetates; C512178:ethyl adenine-9-acetate; D000225:Adenine