4.5 Article

Roadmap towards N-Heterocyclic [2.2]Paracyclophanes and Their Application in Asymmetric Catalysis

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2013, Issue 27, Pages 6108-6123

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201300508

Keywords

Cyclophanes; Ligand design; Nitrogen heterocycles; Asymmetric catalysis

Funding

  1. Collaborative Research Center [SFB/TRR 88 3MET]
  2. Feasibility Study for Young Scientists (FYS)

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A novel family of [2.2]paracyclophane derivatives is described. Different substituted pyrazole, triazole and pyrimidine moieties were introduced to the [2.2]paracyclophane scaffold and the products were characterized spectroscopically and by X-ray structure analysis. These compounds are promising ligands for application in asymmetric catalysis. We show here that one of these ligands can catalyze asymmetric conjugate addition. Furthermore a palladium complex was synthesized by using a hydroxy-pyrazolyl[2.2]paracyclophane ligand.

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