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Synthesis Of Novel Chiral [2.2]Paracyclophane Derivatives Ligands

Posted on:2014-01-05Degree:MasterType:Thesis
Country:ChinaCandidate:K L JiaFull Text:PDF
GTID:2231330398976809Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
[2.2]Paracyclophane1has an unique framework of two benzene rings including at the para-position by two ethyl chains. Since the two aromatic π electron cloud overlap each other, a larger π-electron system is fromed. Due to intramolecular tension, the skeleton of [2.2]paracyclophane is rigidly and not variable. This property attracts more and more intrests of the chemists. Since the [2.2]paracyclophane was synthesized in1951firstly, different types of compounds derived from it have been successfully used as novel chiral ligands in asymmetric catalysis, with excellent asymmetric induction being realized in many types of asymmetric reactions. However, the chiral source of this ligands is on the benzene ring, generally. So, they are the planar chiral ligand. However, There are no reports on the [2.2]paracyclophane Ligands which the chiral source is on the methylene. Herein we would like to report the synthesis of a novel disubstituted chiral N, O-[2.2]paracyclophane ligand2.This article using p-methyl-benzyl as material, exploring a suitable synthetic route. The amino alcohol ligands containing the skeleton of [2.2]paracyclophane was synthesized by a series of synthesis and resolution, and was characterized by’H NMR,13C NMR,IR and MS.
Keywords/Search Tags:[2.2]Paracyclophane, Amino alcohol, Central chirality, Resolution, Ligands
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