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Heterobiaryl of 'Winding Vine-shaped Molecular Asymmetry

Bisazole, which is prepared by homocoupling of imicazole derivatives bearing olefinic alkylene substituent on the nitrogen atom, gives E-selective macrocyclic olefin by Ring-closing metathesis with Ruthenium (Grubbs') catalyst. Formation of the macrocyclic structure is confirmed by X-ray analysis. This compound results in molecular asymmetry (axially chiral) and separation of the enantiomers can be separated by HPLC with chiral column.


Org. Lett., 2012, 14 (10), pp 2476–2479
Angew. Chem. Int. Ed. 2015, 54 (16). 4927-4931
Kinetic & dynamic kinetic resolution of winding vine-shaped heterobiaryls by Shi's epoxidation
published online on Jan. 26, 2018
in Scientific Reports (Nature Publishing Group)
Sci. Rep., 2018, 8, 1704    OPEN ACCESS
J. Org. Chem., 2018, 83, 14797              10.1021/acs.joc.8b02382 
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