0000000000945078
AUTHOR
Christian Benkhäuser
Resolution and Determination of the Absolute Configuration of a Twisted Bis-Lactam Analogue of Tröger's Base: A Comparative Spectroscopic and Computational Study.
The first reported twisted bis-lactam, a racemic Tröger's base (TB) analogue (2), was resolved into its enantiomers on a chiral stationary phase HPLC column. The absolute configuration of (+)-2 was determined to be (R,R)-2 by comparing experimental and calculated vibrational circular dichroism (VCD) and electronic circular dichroism (ECD) spectra. The absolute configuration of (-)-2 was determined by comparing experimental and calculated electronic circular dichroism (ECD) spectra. The corresponding theoretical spectra were calculated using the lowest energy conformation of (R,R)-2 and (S,S)-2 at the B3LYP/6-31G(d,p) level of theory. The absolute configuration of (+)-2 was also determined t…
CCDC 1037524: Experimental Crystal Structure Determination
Related Article: Ögmundur Vidar Rúnarsson, Christian Benkhäuser, Niels Johan Christensen, Josep Artacho Ruiz, Erhad Ascic, Michael Harmata, Victor Snieckus, Kari Rissanen, Peter Fristrup, Arne Lützen, and Kenneth Wärnmark|2015|J.Org.Chem.|80|8142|doi:10.1021/acs.joc.5b01236