Collect. Czech. Chem. Commun. 2000, 65, 83-98

Synthesis of 2,2'-Bipyridines with Axially Chiral 1,1'-Binaphthalene Units

Jana Hodačováa,* and Ivan Stiborb

a Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, 166 10 Prague 6, Czech Republic
b Department of Organic Chemistry, Prague Institute of Chemical Technology, 166 28 Prague 6, Czech Republic


Synthesis of a series of novel 2,2'-bipyridine-based ligands bearing the axially chiral 2,2'-dialkoxy-1,1'-binaphthalene units is presented. The oxydimethylene, amidomethylene and amido spacers have been utilised to link the 3 or 3,3' positions of the binaphthalene skeleton with the 6 or 6,6' positions of the 2,2'-bipyridine moieties. The ligands have been synthesised in both racemic and enantiomerically pure R forms.

Keywords: N-Ligands; Chiral ligands; Axial chirality; Bipyridines; Biaryls; Binaphthalenes; Copper complexes.

References: 53 live references.