Selective steroid recognition by a partially bridged resorcin[4]arene cavitand.
The partially bridged resorcin[4]arene cavitand featuring a cleft-shaped recognition site formed by two anti-quinoxaline bridges and four convergent HO-groups was prepared in three steps and characterised by X-ray crystallography; cavitand was found to be a selective receptor for steroidal substrates in CDCl3, with the best binding observed for steroids with a flat A-ring and two H-bonding sites on rings A and C/D.
Cacciarini
Martina
M
Laboratorium für Organische Chemie, ETH-Hönggerberg, CH-8093 Zürich, Switzerland. martina.cacciarini@unifi.it
Azov
Vladimir A
VA
Seiler
Paul
P
Künzer
Hermann
H
Diederich
François
F
D018360:Crystallography, X-Ray; D008958:Models, Molecular; D015394:Molecular Structure; D012118:Resorcinols / Q000737:chemistry*; D013256:Steroids / Q000737:chemistry*
D012118:Resorcinols; D013256:Steroids