Self-association based on orthogonal C=O...C=O interactions in the solid and liquid state.
A network of orthogonal C=O...C=O interactions was identified in the X-ray crystal structure of an alpha,alpha-difluorocyclopentanone derivative. This finding inspired investigations of self-association driven by these weak dipolar interactions in apolar solvents, which was proven by (1)H NMR spectroscopy.
Fäh
Christoph
C
Laboratorium für Organische Chemie, ETH Zürich, Hönggerberg, HCI, CH-8093 Zürich, Switzerland.
Hardegger
Leo A
LA
Ebert
Marc-Olivier
MO
Schweizer
W Bernd
WB
Diederich
François
F
D018360:Crystallography, X-Ray; D003517:Cyclopentanes / Q000737:chemistry; D007659:Ketones / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D013816:Thermodynamics
D003517:Cyclopentanes; D007659:Ketones; C007201:cyclopentanone