Synthesis and Stereochemical Analysis of Ten-membered Diallylic Nitrogen Cycle and Its Pt-Complex

Newly synthesized ten-membered diallylic nitrogen cycle, having E- and Z-alkene moieties, shows labile planar-chirality at ambient temperature. VT-NMR experiments revealed the detail of the stereochemical behavior of interconversion of the enantiomers and diastereomers. In sharp contrast, Pt-complex of the nitrogen cycle have more stable planar chirality, and the enantiomers of the Pt-complex were isolated by HPLC using a chiral stationary phase. Newly synthesized ten-membered diallylic nitrogen cycle, having E- and Z-alkene moieties, shows labile planar-chirality at ambient temperature. VT-NMR experiments revealed the detail of the stereochemical behavior of interconversion of the enantiomers and diastereomers. In sharp contrast, Pt-complex of the nitrogen cycle have more stable planar chirality, and the enantiomers of the Pt-complex were isolated by HPLC using a chiral stationary phase.