The Synthesis Of Novel Imidazoline Compounds And Their Application In The Asymmetric Fridel-Crafts Alkylation Reaction

In this thesis, four bicyclic nitrogen heterocycles containing piperazine compounds and five trimethylene carbon chain tethered bis(imidazoline) ligands were synthesized and characterized. These chiral imidazoline compounds were applied to asymmetric Fridel-Crafts alkylation reaction. The main results were shown as follows:1. Synthesis and structural characterization of novel bicyclic nitrogen heterocycles containing piperazine compoundsCompounds 3a-3d were synthesized in three steps starting from iminodiacetonitrile 1 (Scheme 1). All of 3a-3d were new compounds and characterized by IR,1H NMR,13C NMR, MS and HRMS, the structure of 3c was also confirmed by X-ray Structure.2. Synthesis and structural characterization of carbon chain tethered bis(imidazoline) ligandsCompound 5 was prepared from glutaronitrile 4 in two steps following the same general strategy, followed by condensation with p-methyl benzene sulfonic chloride,...