New macrocycles with planar chirality
Jaros³aw Kalisiaka, Janusz Jurczaka,b
a Institute of Organic Chemistry, Polish Academy of Sciences, Warsaw, Poland
b Department of Chemistry, Warsaw University, Poland
Structural studies of molecules possessing an element of planar chirality have started in 1940's with the synthesis and resolution of 1,12-dioxa[12]paracyclophane.1 The interest in the synthesis of planar-chiral compounds has been rapidly growing since they are used as ligands for transition metal complexes.2 The following question arises: could simple intraannular-arm macrocyclic system exist in enantiopure stable forms?
In this communication we would like to present the synthesis and structure elucidation of four above-mentioned compounds, planar chirality of which originates from a suitably substituted macrocyclic amide.
[1] A. Lüttringhaus; H. Gralheer: Justus Liebigs Ann. Chem. 67, 550, (1942).
[1] G. Argouarch; O. Samuel; O. Riant; J.-C. Daran; H.B. Kagan: Eur. J. Org. Chem. 2893 (2000).