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Electronic Thesis and Dissertation Repository

2016

Allylic C-H oxidation

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Aerobic Oxidations Mediated By Allylnickel(N-Heterocyclic Carbene)Chloride Complexes: Investigating The Role Of A Pendent Amine Group, Richard J. Hazlehurst Feb 2016

Aerobic Oxidations Mediated By Allylnickel(N-Heterocyclic Carbene)Chloride Complexes: Investigating The Role Of A Pendent Amine Group, Richard J. Hazlehurst

Electronic Thesis and Dissertation Repository

Molecular oxygen (O2) represents the most ideal "green" oxidant for the large-scale oxidation of organic compounds, due to its inexpensive and environmentally benign characteristics. However, a number of challenges remain for its use in the fine chemical and pharmaceutical industry, including the development of highly selective catalytic transformations. NiCl(allyl)(NHC) complexes have been shown to react with O2 to promote the oxidation of the allylic ligand, however non-catalytically.

This report details the synthesis and characterization of novel NiCl(cinnamyl/allyl)(NHC) complexes, containing a pendent 2° amine arm on the NHC ligand to act as a hydrogen-bond donor group. The complexes …