Macrocyclic molecular rotors with bridged steroidal frameworks.
In this work, we describe the synthesis and solid-state dynamics of isomeric molecular rotors 7E and 7Z, consisting of two androstane steroidal frameworks linked by the D rings by triple bonds at their C17 positions to a 1,4-phenylene rotator. They are also linked by the A rings by an alkenyl diester bridge to restrict the conformational flexibility of the molecules and reduce the number of potential crystalline arrays. The analysis of the resulting molecular structures and packing motifs offered insights of the internal dynamics that were later elucidated by means of line shape analyses of the spectral features obtained through variable-temperature solid-state (13)C NMR; such analysis revealed rotations in the solid state occurring at kilohertz frequency at room temperature.
Institute of Chemistry, University of Białystok, Piłsudskiego 11/4, 15-443 Białystok, Poland.
Dorota
D
Czajkowska-Szczykowska
Braulio
B
Rodríguez-Molina
Nancy E
NE
Magaña-Vergara
Rosa
R
Santillan
Jacek W
JW
Morzycki
Miguel A
MA
Garcia-Garibay
D001952:Bridged-Ring Compounds / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D047028:Macrocyclic Compounds / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation; D013256:Steroids / Q000737:chemistry*; D013816:Thermodynamics
D001952:Bridged-Ring Compounds; D047028:Macrocyclic Compounds; D013256:Steroids