120697-86-1Relevant academic research and scientific papers
Dramatic Yield Increase in Cyclizations Leading to Strained Heterocycles of Medium Ring Size
Ostrowicki, Andreas,Voegtle, Fritz
, p. 1003 - 1004 (1988)
By careful choice of the cyclization conditions (solvent, concentration of cesium hydroxide, high dilution) several strained heterocyclic metacyclophanes could be obtained in dramatically increased yields.The favorable effect of cesium hydroxide on the yield was proven.
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.
