122697-60-3Relevant academic research and scientific papers
Chiral Triple-Layered and Condensed Cyclophanes - Synthesis, Structure, Chiroptical Properties
Voegtle, Fritz,Ostrowicki, Andreas,Begemann, Birgit,Jansen, Martin,Nieger, Martin,Niecke, Edgar
, p. 169 - 176 (2007/10/02)
The helical title compounds 1 -5 are obtained using a simple one-step cyclisation reaction with yields reaching or increasing those obtained by application of organometallic methods in phane syntheses.The formation of the triple-layered phanes 1 leads with high selectivity only to the "up-down" isomers with fixed conformation, as shown by X-ray crystallography and by the detection of strong NOEs of the inner hydrogen atoms.For studies on structure-chiroptic relationships a systematic sequenceof helicalphanes with larger arene systems is synthesized.Enrichment of enantiomers is achieved by HPLC on (+)-PTrMA; the kinetics of racemisation and the CD spectra are discussed.
