A rigid molecular balance for measuring face-to-face arene-arene interactions.
A new molecular balance was developed to measure face-to-face arene-arene interactions. The balance adopts distinct folded and unfolded conformations due to restricted rotation about a C aryl-N imide bond. In the folded conformer, the rigid bicyclic framework enforces an offset face-to-face geometry to the exclusion of edge-to-face geometries, which was verified by X-ray crystallography. Measurement of the folded to unfolded ratio yields accurate values for the arene-arene interaction in a range of different solvents.
Carroll
William R
WR
Department of Chemistry, University of South Carolina, Columbia, South Carolina 29208, USA.
Pellechia
Perry
P
Shimizu
Ken D
KD
D055598:Chemical Phenomena; D002627:Chemistry, Physical; D018360:Crystallography, X-Ray; D006571:Heterocyclic Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D007094:Imides / Q000138:chemical synthesis / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D012997:Solvents / Q000737:chemistry; D013237:Stereoisomerism
D006571:Heterocyclic Compounds; D007094:Imides; D012997:Solvents